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Zhu-jun Yao - One of the best experts on this subject based on the ideXlab platform.
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Convenient One-Step Synthesis of Benzo[c]phenanthridines by Three-Component Reactions of Isochromenylium Tetrafluoroborates and Stilbenes in Acetonitrile
Organic letters, 2016Co-Authors: Gang-gang Chen, Jun-qiang Wei, Xiao-liang Yang, Zhu-jun YaoAbstract:A new type of three-component Reaction of air-stable isochromenylium tetrafluoroborates with electron-rich stilbenes in acetonitrile has been developed under catalyst-free conditions in this work. This cascade multibond-formation Reaction is initiated by an intermolecular oxa [4 + 2]-cycloaddition, relayed with a nucleophilic addition of acetonitrile, and terminated by an Intramolecular Friedel–Crafts Reaction, affording the corresponding benzo[c]phenanthridine analogues in one step.
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A chiron‐based approach for the synthesis of tricyclic tyrosine analogue
Chinese Journal of Chemistry, 2010Co-Authors: Fa Liu, Jiao Jiao, Hui-yan Zha, Zhu-jun YaoAbstract:A chiron approach-based enantioselective synthesis of designed tricyclic tyrosine analogue D-2 was developed. A SmI2-mediated free radical cyclization, an Intramolecular Friedel-Crafts Reaction and an Intramolecular Mannich Reaction served as key steps. These key steps were optimized and repeated in good yields. All the stereochemistries in the synthesis were established and confirmed.
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Efficient Synthesis of Phenanthridines Using Hendrickson Reagent Initiated Cascade Reaction under Mild Conditions
Synlett, 2010Co-Authors: Qing-li Dong, Guan-sai Liu, Shaozhong Wang, Lin Chen, Zhu-jun YaoAbstract:A number of variously substituted phenanthridines have been synthesized using the newly developed methodology under mild conditions. The Hendrickson reagent initiated cascade annulation, which is composed of a mild conversion of stable amide precursor to highly reactive imido-carbonium intermediate and a subsequent Intramolecular Friedel-Crafts Reaction, successfully served as the key method.
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Synthesis of a New Conformation-Constrained l-Tyrosine Analogue as a Potential Scaffold for SH2 Domain Ligands
The Journal of organic chemistry, 2003Co-Authors: Fa Liu, Hui-yan Zha, Zhu-jun YaoAbstract:The enantioselective synthesis of a new tricyclic tyrosine analogue is reported. This conformation-contrained SH2 domain ligand scaffold 2 was designed on the basis of the natural ligand, whose structure contains the elements of a tyrosine moiety having χ1 and χ2 angles constrained to values observed for a phosphotyrosyl (pTyr) residue bound to the p56lck SH2 domain. It represents a unique, highly constrained amino acid, which may be of value in signal transduction studies. Three key steps, an asymmetric tandem Michael addition, an Intramolecular Friedel−Crafts Reaction, and an Intramolecular Mannich Reaction, were successfully applied in the presented synthetic route.
Xigeng Zhou - One of the best experts on this subject based on the ideXlab platform.
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Highly efficient synthesis of functionalized dihydronaphthalenes, tetrahydronaphthalenes, and tetrahydroisoquinolines by iron-catalyzed Intramolecular Friedel–Crafts Reaction of aryl-containing propargylic alcohols
Tetrahedron, 2009Co-Authors: Wen Huang, Longcheng Hong, Pengzhi Zheng, Ruiting Liu, Xigeng ZhouAbstract:Abstract An efficient, convenient, and one-pot procedure for the synthesis of a series of new dihydro- and tetrahydronaphthalenes as well as tetrahydroisoquinolines has been established through Lewis acid-catalyzed Intramolecular Friedel–Crafts Reaction of aryl-substituted propargylic alcohols.
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One-step synthesis of substituted dihydro- and tetrahydroisoquinolines by FeCl3.6H2O catalyzed Intramolecular Friedel-Crafts Reaction of benzylamino-substituted propargylic alcohols.
The Journal of organic chemistry, 2008Co-Authors: Wen Huang, Quansheng Shen, Jialiang Wang, Xigeng ZhouAbstract:A mild, versatile, and efficient method for the one-step synthesis of substituted dihydro- and tetrahydroisoquinolines has been developed by the FeCl3·6H2O catalyzed Intramolecular allenylation/cyclization Reaction of benzylamino-substituted propargylic alcohols, representing the first example of the Intramolecular Friedel−Crafts Reaction of propargylic alcohols.
Keiji Mori - One of the best experts on this subject based on the ideXlab platform.
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Diastereoselective Synthesis of CF3-Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel-Crafts Reaction Sequence.
Organic letters, 2019Co-Authors: Risa Tamura, Masahiro Yamanaka, Eriko Kitamura, Ryosuke Tsutsumi, Takahiko Akiyama, Keiji MoriAbstract:Developed herein is a diastereoselective synthesis of CF3-substituted spiroisochromans via C(sp3)-H bond functionalization involving sequential transformations ([1,5]-hydride shift/cyclization/elimination of MeOH/Intramolecular Friedel-Crafts Reaction).
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Diastereoselective Synthesis of CF3‑Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel–Crafts Reaction Sequence
2019Co-Authors: Risa Tamura, Masahiro Yamanaka, Eriko Kitamura, Ryosuke Tsutsumi, Takahiko Akiyama, Keiji MoriAbstract:Developed herein is a diastereoselective synthesis of CF3-substituted spiroisochromans via C(sp3)–H bond functionalization involving sequential transformations ([1,5]-hydride shift/cyclization/elimination of MeOH/Intramolecular Friedel–Crafts Reaction)
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Divergent synthesis of CF3-substituted polycyclic skeletons based on control of activation site of acid catalysts
Chemical communications (Cambridge England), 2018Co-Authors: Kazuma Yokoo, Keiji MoriAbstract:We report a divergent synthesis of CF3-substituted fused skeletons based on precise control of the activation site through the selection of acid catalysts. When trifluoromethyl ketones with an ortho-phenethyl ether group were treated with a catalytic amount of Sc(OTf)3, a hydride shift triggered C(sp3)-H bond functionalization proceeded to give CF3-substituted isochromene derivatives by selective activation of the carbonyl group. In sharp contrast, CF3-substituted bicyclo[3.3.1]nonanes were obtained exclusively via the activation of ether oxygen initiated sequential Reactions (nucleophilic attack of carbonyl oxygen, and Intramolecular Friedel-Crafts Reaction) under strong Bronsted acid catalysis (Tf2NH).
Wen Huang - One of the best experts on this subject based on the ideXlab platform.
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Highly efficient synthesis of functionalized dihydronaphthalenes, tetrahydronaphthalenes, and tetrahydroisoquinolines by iron-catalyzed Intramolecular Friedel–Crafts Reaction of aryl-containing propargylic alcohols
Tetrahedron, 2009Co-Authors: Wen Huang, Longcheng Hong, Pengzhi Zheng, Ruiting Liu, Xigeng ZhouAbstract:Abstract An efficient, convenient, and one-pot procedure for the synthesis of a series of new dihydro- and tetrahydronaphthalenes as well as tetrahydroisoquinolines has been established through Lewis acid-catalyzed Intramolecular Friedel–Crafts Reaction of aryl-substituted propargylic alcohols.
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One-step synthesis of substituted dihydro- and tetrahydroisoquinolines by FeCl3.6H2O catalyzed Intramolecular Friedel-Crafts Reaction of benzylamino-substituted propargylic alcohols.
The Journal of organic chemistry, 2008Co-Authors: Wen Huang, Quansheng Shen, Jialiang Wang, Xigeng ZhouAbstract:A mild, versatile, and efficient method for the one-step synthesis of substituted dihydro- and tetrahydroisoquinolines has been developed by the FeCl3·6H2O catalyzed Intramolecular allenylation/cyclization Reaction of benzylamino-substituted propargylic alcohols, representing the first example of the Intramolecular Friedel−Crafts Reaction of propargylic alcohols.
Yue Wang - One of the best experts on this subject based on the ideXlab platform.
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direct construction of 2 3 unsubstituted benzofurans and benzothiophenes via a metal free catalyzed Intramolecular friedel crafts Reaction
Organic chemistry frontiers, 2019Co-Authors: Jiawei Huang, Shulin Meng, Xianyu Huang, Zhengwei Yang, Ting Qi, Chao Li, Yue Wang, Baolin LiAbstract:A highly effective and straightforward method for the construction of 2,3-unsubstituted benzofurans and benzothiophenes by the Intramolecular Friedel–Crafts Reaction has been developed. This phosphoric acid-catalyzed method exhibits good functional group tolerance for both electron-withdrawing groups and electron-donating groups. We have successfully obtained benzofuran and benzothiophene derivatives with various substituents, and the yield was up to 94%. The development of this Reaction provides a simple and efficient strategy for the construction of benzofuran and benzothiophene skeleton compounds.
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Direct construction of 2,3-unsubstituted benzofurans and benzothiophenes via a metal-free catalyzed Intramolecular Friedel–Crafts Reaction
Organic Chemistry Frontiers, 2019Co-Authors: Jiawei Huang, Shulin Meng, Xianyu Huang, Zhengwei Yang, Yue WangAbstract:A highly effective and straightforward method for the construction of 2,3-unsubstituted benzofurans and benzothiophenes by the Intramolecular Friedel–Crafts Reaction has been developed. This phosphoric acid-catalyzed method exhibits good functional group tolerance for both electron-withdrawing groups and electron-donating groups. We have successfully obtained benzofuran and benzothiophene derivatives with various substituents, and the yield was up to 94%. The development of this Reaction provides a simple and efficient strategy for the construction of benzofuran and benzothiophene skeleton compounds.