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Ching‐fa Yao - One of the best experts on this subject based on the ideXlab platform.
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Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-Iodobenzamides.
Organic & biomolecular chemistry, 2020Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chen Yu Wang, Cheng Chuan Wang, Prakash Bhimrao Patil, Chia Chi Fang, Ching‐fa YaoAbstract:An efficient one-pot two-step sequential reaction for the synthesis of biologically active 3-hydroxyisoindolin-1-one derivatives from 2-Iodobenzamide derivatives and various substituted benzyl cyanides in the presence of CuCl and cesium carbonate in DMSO is reported. Furthermore, 3-hydroxyisoindolinone derivatives possessing bromo substituents were obtained from 2-Iodobenzamide and 2-bromobenzyl cyanide substrates in two steps. Benzyl cyanide has been successfully used for the first time as a benzoyl synthon for the synthesis of 3-hydroxyisoindolin-1-ones. Interestingly, the mechanism of formation of 3-hydroxyisoindolin-1-ones is a novel pathway that involves carbon degradation followed by ring contraction.
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Synthesis of Benzopyridoindolone Derivatives via a One-Pot Copper Catalyzed Tandem Reaction of 2-Iodobenzamide Derivatives and 2-Iodobenzylcyanides.
The Journal of organic chemistry, 2017Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chia-yu Huang, Ashok Konala, Zonghan Yang, Ching‐fa YaoAbstract:An efficient approach for the synthesis of benzo-fused pyridoindolone derivatives via a one-pot copper catalyzed tandem reaction of 2-Iodobenzamides with 2-iodobenzylcyanides has been developed. Using this protocol, benzo-fused pyridoindolone derivatives are obtained in high yields in a relatively short period of time under mild reaction conditions. To the best of our knowledge, this is the first approach where one can synthesize free indole N–H benzo-fused pyridoindolones. Also, both indole and pyridone cores are constructed during the course of the reaction. The methodology shows good functional group tolerance and allows synthesis of thiophene-fused pyridoindolones and fused indolobenzonaphthyridone derivatives.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction.
The Journal of organic chemistry, 2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Ching‐fa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776.
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Synthesis of 2,3‐Disubstituted Quinazolinone Derivatives through Copper Catalyzed C–H Amidation Reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Ching‐fa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
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Synthesis of spiro isoindolinone-indolines and 1,2-disubstituted indoles from 2-Iodobenzamide derivatives
RSC Advances, 2016Co-Authors: Bharath Kumar Villuri, Trimurtulu Kotipalli, Veerababurao Kavala, Sachin S. Ichake, Vijayalakshmi Bandi, Chun Wei Kuo, Ching‐fa YaoAbstract:Copper catalyzed C-terminal and N-terminal attack of 2-alkynylanilines to 2-Iodobenzamides afforded isoindolinones and 1,2-disubstituted indoles, respectively. Further, the isoindolinone derivatives were converted to spiro fused isoindolinone-indolines utilizing a halonium ion mediated strategy using NBS/TCC in the presence of acetic anhydride. Also, the ortho effect of the amide group in 2-Iodobenzamide has been successfully applied for the synthesis of 1,2-disubstituted indoles.
Veerababurao Kavala - One of the best experts on this subject based on the ideXlab platform.
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Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-Iodobenzamides.
Organic & biomolecular chemistry, 2020Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chen Yu Wang, Cheng Chuan Wang, Prakash Bhimrao Patil, Chia Chi Fang, Ching‐fa YaoAbstract:An efficient one-pot two-step sequential reaction for the synthesis of biologically active 3-hydroxyisoindolin-1-one derivatives from 2-Iodobenzamide derivatives and various substituted benzyl cyanides in the presence of CuCl and cesium carbonate in DMSO is reported. Furthermore, 3-hydroxyisoindolinone derivatives possessing bromo substituents were obtained from 2-Iodobenzamide and 2-bromobenzyl cyanide substrates in two steps. Benzyl cyanide has been successfully used for the first time as a benzoyl synthon for the synthesis of 3-hydroxyisoindolin-1-ones. Interestingly, the mechanism of formation of 3-hydroxyisoindolin-1-ones is a novel pathway that involves carbon degradation followed by ring contraction.
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Synthesis of Benzopyridoindolone Derivatives via a One-Pot Copper Catalyzed Tandem Reaction of 2-Iodobenzamide Derivatives and 2-Iodobenzylcyanides.
The Journal of organic chemistry, 2017Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chia-yu Huang, Ashok Konala, Zonghan Yang, Ching‐fa YaoAbstract:An efficient approach for the synthesis of benzo-fused pyridoindolone derivatives via a one-pot copper catalyzed tandem reaction of 2-Iodobenzamides with 2-iodobenzylcyanides has been developed. Using this protocol, benzo-fused pyridoindolone derivatives are obtained in high yields in a relatively short period of time under mild reaction conditions. To the best of our knowledge, this is the first approach where one can synthesize free indole N–H benzo-fused pyridoindolones. Also, both indole and pyridone cores are constructed during the course of the reaction. The methodology shows good functional group tolerance and allows synthesis of thiophene-fused pyridoindolones and fused indolobenzonaphthyridone derivatives.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction.
The Journal of organic chemistry, 2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Ching‐fa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction
2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Chingfa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776
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synthesis of 2 3 disubstituted quinazolinone derivatives through copper catalyzed c h amidation reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Chingfa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
Chun Wei Kuo - One of the best experts on this subject based on the ideXlab platform.
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Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-Iodobenzamides.
Organic & biomolecular chemistry, 2020Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chen Yu Wang, Cheng Chuan Wang, Prakash Bhimrao Patil, Chia Chi Fang, Ching‐fa YaoAbstract:An efficient one-pot two-step sequential reaction for the synthesis of biologically active 3-hydroxyisoindolin-1-one derivatives from 2-Iodobenzamide derivatives and various substituted benzyl cyanides in the presence of CuCl and cesium carbonate in DMSO is reported. Furthermore, 3-hydroxyisoindolinone derivatives possessing bromo substituents were obtained from 2-Iodobenzamide and 2-bromobenzyl cyanide substrates in two steps. Benzyl cyanide has been successfully used for the first time as a benzoyl synthon for the synthesis of 3-hydroxyisoindolin-1-ones. Interestingly, the mechanism of formation of 3-hydroxyisoindolin-1-ones is a novel pathway that involves carbon degradation followed by ring contraction.
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Synthesis of Benzopyridoindolone Derivatives via a One-Pot Copper Catalyzed Tandem Reaction of 2-Iodobenzamide Derivatives and 2-Iodobenzylcyanides.
The Journal of organic chemistry, 2017Co-Authors: Veerababurao Kavala, Chun Wei Kuo, Chia-yu Huang, Ashok Konala, Zonghan Yang, Ching‐fa YaoAbstract:An efficient approach for the synthesis of benzo-fused pyridoindolone derivatives via a one-pot copper catalyzed tandem reaction of 2-Iodobenzamides with 2-iodobenzylcyanides has been developed. Using this protocol, benzo-fused pyridoindolone derivatives are obtained in high yields in a relatively short period of time under mild reaction conditions. To the best of our knowledge, this is the first approach where one can synthesize free indole N–H benzo-fused pyridoindolones. Also, both indole and pyridone cores are constructed during the course of the reaction. The methodology shows good functional group tolerance and allows synthesis of thiophene-fused pyridoindolones and fused indolobenzonaphthyridone derivatives.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction.
The Journal of organic chemistry, 2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Ching‐fa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction
2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Chingfa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776
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synthesis of 2 3 disubstituted quinazolinone derivatives through copper catalyzed c h amidation reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Chingfa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
Chingfa Yao - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Biologically Active Indenoisoquinoline Derivatives via a One-Pot Copper(II)-Catalyzed Tandem Reaction
2017Co-Authors: Chia-yu Huang, Veerababurao Kavala, Chun Wei Kuo, Ashok Konala, Tang-hao Yang, Chingfa YaoAbstract:A concise route for the synthesis of indenoisoquinoline derivatives from 2-Iodobenzamide and 1,3-indanedione derivatives in the presence of copper(II) chloride and cesium carbonate in acetonitrile solvent is reported. A wide variety of 2-Iodobenzamide derivatives and indandiones could be used to synthesize indenoisoquinoline derivatives and other fused indenoisoquinoline in moderate to good yields. This methodology was adapted for the one-step synthesis of a series of clinically active topoisomerase I inhibitors such as NSC 314622, LMP-400, LMP-776
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synthesis of 2 3 disubstituted quinazolinone derivatives through copper catalyzed c h amidation reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Chingfa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
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syntheses of indolo 1 2 a quinazolinone derivatives via palladium catalyzed intramolecular c h amidation
RSC Advances, 2014Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Chun Wei Kuo, Donala Janreddy, Ting Shen Kuo, Hsiuni Huang, Chingfa YaoAbstract:The synthesis of indolo[1,2-a]quinazolinone starting from 2-Iodobenzamide and indole derivatives is reported. In this two-step procedure, indole is N-arylated with 2-Iodobenzamide derivatives via Ullman coupling, followed by an intramolecular C–H amidation using a palladium catalyst.
Trimurtulu Kotipalli - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 2 3 disubstituted quinazolinone derivatives through copper catalyzed c h amidation reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Chingfa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
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Synthesis of 2,3‐Disubstituted Quinazolinone Derivatives through Copper Catalyzed C–H Amidation Reactions
European Journal of Organic Chemistry, 2016Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Vijayalakshmi Bandi, Chun Wei Kuo, Donala Janreddy, Ching‐fa YaoAbstract:The synthesis of quinazolinone derivatives was achieved from 2-Iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-Iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
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Synthesis of spiro isoindolinone-indolines and 1,2-disubstituted indoles from 2-Iodobenzamide derivatives
RSC Advances, 2016Co-Authors: Bharath Kumar Villuri, Trimurtulu Kotipalli, Veerababurao Kavala, Sachin S. Ichake, Vijayalakshmi Bandi, Chun Wei Kuo, Ching‐fa YaoAbstract:Copper catalyzed C-terminal and N-terminal attack of 2-alkynylanilines to 2-Iodobenzamides afforded isoindolinones and 1,2-disubstituted indoles, respectively. Further, the isoindolinone derivatives were converted to spiro fused isoindolinone-indolines utilizing a halonium ion mediated strategy using NBS/TCC in the presence of acetic anhydride. Also, the ortho effect of the amide group in 2-Iodobenzamide has been successfully applied for the synthesis of 1,2-disubstituted indoles.
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syntheses of indolo 1 2 a quinazolinone derivatives via palladium catalyzed intramolecular c h amidation
RSC Advances, 2014Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Chun Wei Kuo, Donala Janreddy, Ting Shen Kuo, Hsiuni Huang, Chingfa YaoAbstract:The synthesis of indolo[1,2-a]quinazolinone starting from 2-Iodobenzamide and indole derivatives is reported. In this two-step procedure, indole is N-arylated with 2-Iodobenzamide derivatives via Ullman coupling, followed by an intramolecular C–H amidation using a palladium catalyst.
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Syntheses of indolo[1,2-a]quinazolinone derivatives via palladium catalyzed intramolecular C–H amidation
RSC Adv., 2014Co-Authors: Trimurtulu Kotipalli, Veerababurao Kavala, Chun Wei Kuo, Donala Janreddy, Ting Shen Kuo, Hsiuni Huang, Ching‐fa YaoAbstract:The synthesis of indolo[1,2-a]quinazolinone starting from 2-Iodobenzamide and indole derivatives is reported. In this two-step procedure, indole is N-arylated with 2-Iodobenzamide derivatives via Ullman coupling, followed by an intramolecular C–H amidation using a palladium catalyst.