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Chaoguo Yan - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of functionalized dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] via cyclodimerization of 3-phenacylideneoxIndolines with benzoylhydrazides and arylhydrazines.
Molecular diversity, 2017Co-Authors: Ren-yin Yang, Jing Sun, Gong Jin, Chaoguo YanAbstract:The triethylamine-promoted domino cyclodimerization reaction of 3-phenacylideneoxIndolines with benzohydrazides in acetonitrile afforded densely substituted dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] in good yields and with high diastereoselectivity. The similar domino reaction of 3-phenacylideneoxindoles with arylhydrazines also gave corresponding dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] with hydrazinyl or arylazo groups according to the structures of arylhydrazines.
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Cyclodimerization of 3-phenacylideneoxIndolines with amino esters for the synthesis of dispiro[Indoline-3,1′-cyclopentane-3′,3″-Indolines]
Heterocyclic Communications, 2017Co-Authors: Ren-yin Yang, Jing Sun, Ju Xie, Chaoguo YanAbstract:AbstractTriethylamine-promoted domino cyclodimerization reaction of 3-phenacylideneoxIndolines with amino ester hydrochlorides in acetonitrile afforded substituted dispiro[Indoline-3,1′-cyclopentane-3′,3″-Indolines] in good yields. The relative configuration of the major diastereoisomers was determined by the X-ray diffraction analysis of three single crystal structures.
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diastereoselective synthesis of functionalized spiro cyclopropane 1 3 Indolines and spiro Indoline 3 1 cyclopropane 2 3 Indolines
Tetrahedron, 2016Co-Authors: Ying Han, Chaoguo YanAbstract:In the presence of hexamethylphosphorous triamide, the reaction of isatin with arylidene pivaloylacetonitriles in dry methylene dichloride afforded functionalized spiro[cyclopropane-1,3′-Indolines] in good yields and with high diastereoselectivity. Moreover, the similar reaction of isatins with isatylidene malononitriles predominately gave spiro[Indoline-3,1′-cyclopropane-2′,3″-Indolines] in very high yields with two Indoline moieties in trans-configuration.
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Diastereoselective synthesis of dispiro[Indoline-3,1′-cyclobutane-2′,3″-Indolines] via visible light catalyzed cyclodimerization of 3-phenacylideneoxindoles
Heterocyclic Communications, 2016Co-Authors: Yan-hong Jiang, Jing Sun, Ren-yin Yang, Chaoguo YanAbstract:AbstractA simple synthetic protocol was developed for the efficient synthesis of functionalized dispiro[Indoline-3,1′-cyclobutane-2′,3″-Indolines] with high diastereoselectivity. The reaction proceeds by cyclodimerization reaction of 3-phenacylideneoxindoles in the presence of a catalytic amount of photosensitizer Ru(bpy
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diastereoselective synthesis of spiro benzo d pyrrolo 2 1 b thiazole 3 3 Indolines via cycloaddition reaction of n phenacylbenzothiazolium bromides and 3 methyleneoxindoles
Organic and Biomolecular Chemistry, 2015Co-Authors: Guoliang Shen, Jing Sun, Chaoguo YanAbstract:The domino cycloaddition reactions of N-phenacylbenzothiazolium bromides with 3-phenacylideneoxindoles or ethyl 2-(2-oxoindolin-3-ylidene)acetates in ethanol at room temperature in the presence of triethylamine as a base afforded functionalized spiro[benzo[d]pyrrolo[2,1-b]thiazole-3,3′-Indolines] in good yields and with high diastereoselectivity. The similar reactions of N-phenacylthiazolium bromides with 3-phenacylideneoxindoles resulted in the corresponding functionalized spiro[Indoline-3,7′-pyrrolo[2,1-b]thiazoles] in satisfactory yields and also with high diastereoselectivity.
Hui Gong - One of the best experts on this subject based on the ideXlab platform.
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Convenient synthesis of functionalized spiro[Indoline-3,2′-pyrrolizines] or spiro[Indoline-3,3′-pyrrolidines] via multicomponent reactions
Organic and Biomolecular Chemistry, 2015Co-Authors: Liang Chen, Hui GongAbstract:A general and practical route for the in situ generation of a new type of azomethine ylide and its sequential 1,3-dipolar cycloaddition reaction was successfully established. The three-component reaction of secondary α-amino acids including proline, sarcosine, thiazolidine-4-carboxylic acid with dialkyl acetylenedicarboxylate and 3-methyleneoxindoles in refluxing ethanol afforded the functionalized spiro[Indoline-3,2′-pyrrolizines], spiro[Indoline-3,3′-pyrrolidines] and spiro[Indoline-3,6′-pyrrolo[1,2-c]thiazoles] in good yields and with high diastereoselectivity. Furthermore, similar multicomponent reactions using primary α-amino acids such as glycine, alanine and phenylalanine resulted in the corresponding (spiro[Indoline-3,3′-pyrrolidine]-1′-yl)maleates.
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convenient synthesis of functionalized spiro Indoline 3 2 pyrrolizines or spiro Indoline 3 3 pyrrolidines via multicomponent reactions
Organic and Biomolecular Chemistry, 2015Co-Authors: Jing Sun, Hui Gong, Liang Chen, Chaoguo YanAbstract:A general and practical route for the in situ generation of a new type of azomethine ylide and its sequential 1,3-dipolar cycloaddition reaction was successfully established. The three-component reaction of secondary α-amino acids including proline, sarcosine, thiazolidine-4-carboxylic acid with dialkyl acetylenedicarboxylate and 3-methyleneoxindoles in refluxing ethanol afforded the functionalized spiro[Indoline-3,2′-pyrrolizines], spiro[Indoline-3,3′-pyrrolidines] and spiro[Indoline-3,6′-pyrrolo[1,2-c]thiazoles] in good yields and with high diastereoselectivity. Furthermore, similar multicomponent reactions using primary α-amino acids such as glycine, alanine and phenylalanine resulted in the corresponding (spiro[Indoline-3,3′-pyrrolidine]-1′-yl)maleates.
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Synthesis of spiro[Indoline-3,1^\prime -quinolizines] and spiro[Indoline-3,4^\prime -pyrido[1,2-a]quinolines] via three-component reactions of azaarenes, acetylenedicarboxylate, and 3-methyleneoxindoles
Molecular Diversity, 2013Co-Authors: Hui GongAbstract:The three-component reactions of substituted pyridines, dimethyl acetylenedicarboxylates, and 3-phenacylideneoxindoles afforded spiro[Indoline-3,1 $$^\prime $$ -quinolizines] in high yields and with high diastereoselectivity. The Diels–Alder reactions of spiro[Indoline-3,1 $$^\prime $$ -quinolizines] with maleic anhydride and $$N$$ -phenyl maleimides successfully resulted in polyfunctionalized isoquinolinuclidine derivatives. The similar three-component reactions with quinoline resulted in the novel spiro[Indoline-3,4 $$^\prime $$ -pyrido[1,2-a]quinolines] in moderate to good yields.
Jing Sun - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of functionalized dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] via cyclodimerization of 3-phenacylideneoxIndolines with benzoylhydrazides and arylhydrazines.
Molecular diversity, 2017Co-Authors: Ren-yin Yang, Jing Sun, Gong Jin, Chaoguo YanAbstract:The triethylamine-promoted domino cyclodimerization reaction of 3-phenacylideneoxIndolines with benzohydrazides in acetonitrile afforded densely substituted dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] in good yields and with high diastereoselectivity. The similar domino reaction of 3-phenacylideneoxindoles with arylhydrazines also gave corresponding dispiro[Indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-Indolines] with hydrazinyl or arylazo groups according to the structures of arylhydrazines.
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Cyclodimerization of 3-phenacylideneoxIndolines with amino esters for the synthesis of dispiro[Indoline-3,1′-cyclopentane-3′,3″-Indolines]
Heterocyclic Communications, 2017Co-Authors: Ren-yin Yang, Jing Sun, Ju Xie, Chaoguo YanAbstract:AbstractTriethylamine-promoted domino cyclodimerization reaction of 3-phenacylideneoxIndolines with amino ester hydrochlorides in acetonitrile afforded substituted dispiro[Indoline-3,1′-cyclopentane-3′,3″-Indolines] in good yields. The relative configuration of the major diastereoisomers was determined by the X-ray diffraction analysis of three single crystal structures.
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Diastereoselective synthesis of dispiro[Indoline-3,1′-cyclobutane-2′,3″-Indolines] via visible light catalyzed cyclodimerization of 3-phenacylideneoxindoles
Heterocyclic Communications, 2016Co-Authors: Yan-hong Jiang, Jing Sun, Ren-yin Yang, Chaoguo YanAbstract:AbstractA simple synthetic protocol was developed for the efficient synthesis of functionalized dispiro[Indoline-3,1′-cyclobutane-2′,3″-Indolines] with high diastereoselectivity. The reaction proceeds by cyclodimerization reaction of 3-phenacylideneoxindoles in the presence of a catalytic amount of photosensitizer Ru(bpy
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diastereoselective synthesis of spiro benzo d pyrrolo 2 1 b thiazole 3 3 Indolines via cycloaddition reaction of n phenacylbenzothiazolium bromides and 3 methyleneoxindoles
Organic and Biomolecular Chemistry, 2015Co-Authors: Guoliang Shen, Jing Sun, Chaoguo YanAbstract:The domino cycloaddition reactions of N-phenacylbenzothiazolium bromides with 3-phenacylideneoxindoles or ethyl 2-(2-oxoindolin-3-ylidene)acetates in ethanol at room temperature in the presence of triethylamine as a base afforded functionalized spiro[benzo[d]pyrrolo[2,1-b]thiazole-3,3′-Indolines] in good yields and with high diastereoselectivity. The similar reactions of N-phenacylthiazolium bromides with 3-phenacylideneoxindoles resulted in the corresponding functionalized spiro[Indoline-3,7′-pyrrolo[2,1-b]thiazoles] in satisfactory yields and also with high diastereoselectivity.
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convenient synthesis of functionalized spiro Indoline 3 2 pyrrolizines or spiro Indoline 3 3 pyrrolidines via multicomponent reactions
Organic and Biomolecular Chemistry, 2015Co-Authors: Jing Sun, Hui Gong, Liang Chen, Chaoguo YanAbstract:A general and practical route for the in situ generation of a new type of azomethine ylide and its sequential 1,3-dipolar cycloaddition reaction was successfully established. The three-component reaction of secondary α-amino acids including proline, sarcosine, thiazolidine-4-carboxylic acid with dialkyl acetylenedicarboxylate and 3-methyleneoxindoles in refluxing ethanol afforded the functionalized spiro[Indoline-3,2′-pyrrolizines], spiro[Indoline-3,3′-pyrrolidines] and spiro[Indoline-3,6′-pyrrolo[1,2-c]thiazoles] in good yields and with high diastereoselectivity. Furthermore, similar multicomponent reactions using primary α-amino acids such as glycine, alanine and phenylalanine resulted in the corresponding (spiro[Indoline-3,3′-pyrrolidine]-1′-yl)maleates.
Jin-tao Yu - One of the best experts on this subject based on the ideXlab platform.
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Rhodium-catalyzed C7-alkylation of Indolines with maleimides
Organic and Biomolecular Chemistry, 2018Co-Authors: Yun Wang, Chao Wu, Jin-tao YuAbstract:A rhodium(III)-catalyzed direct cross-coupling reaction of Indolines with maleimides via C–H bond activation was developed. This protocol displays good functional group tolerance, which offers a novel approach to access C7 modified Indoline derivatives including maleimide analogues.
Liang Chen - One of the best experts on this subject based on the ideXlab platform.
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Convenient synthesis of functionalized spiro[Indoline-3,2′-pyrrolizines] or spiro[Indoline-3,3′-pyrrolidines] via multicomponent reactions
Organic and Biomolecular Chemistry, 2015Co-Authors: Liang Chen, Hui GongAbstract:A general and practical route for the in situ generation of a new type of azomethine ylide and its sequential 1,3-dipolar cycloaddition reaction was successfully established. The three-component reaction of secondary α-amino acids including proline, sarcosine, thiazolidine-4-carboxylic acid with dialkyl acetylenedicarboxylate and 3-methyleneoxindoles in refluxing ethanol afforded the functionalized spiro[Indoline-3,2′-pyrrolizines], spiro[Indoline-3,3′-pyrrolidines] and spiro[Indoline-3,6′-pyrrolo[1,2-c]thiazoles] in good yields and with high diastereoselectivity. Furthermore, similar multicomponent reactions using primary α-amino acids such as glycine, alanine and phenylalanine resulted in the corresponding (spiro[Indoline-3,3′-pyrrolidine]-1′-yl)maleates.
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convenient synthesis of functionalized spiro Indoline 3 2 pyrrolizines or spiro Indoline 3 3 pyrrolidines via multicomponent reactions
Organic and Biomolecular Chemistry, 2015Co-Authors: Jing Sun, Hui Gong, Liang Chen, Chaoguo YanAbstract:A general and practical route for the in situ generation of a new type of azomethine ylide and its sequential 1,3-dipolar cycloaddition reaction was successfully established. The three-component reaction of secondary α-amino acids including proline, sarcosine, thiazolidine-4-carboxylic acid with dialkyl acetylenedicarboxylate and 3-methyleneoxindoles in refluxing ethanol afforded the functionalized spiro[Indoline-3,2′-pyrrolizines], spiro[Indoline-3,3′-pyrrolidines] and spiro[Indoline-3,6′-pyrrolo[1,2-c]thiazoles] in good yields and with high diastereoselectivity. Furthermore, similar multicomponent reactions using primary α-amino acids such as glycine, alanine and phenylalanine resulted in the corresponding (spiro[Indoline-3,3′-pyrrolidine]-1′-yl)maleates.
