- Regio- A nd Enantioselective Friedel-Crafts Benzhydrylation of Indoles in Carbocyclic Ring with ortho-Quinomethanes: Access to Chiral Diarylindolylmethanes
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The functionalization of indoles in the carbocyclic ring has been achieved via organocatalytic enantioselective Friedel-Crafts benzhydrylation of hydroxyindoles with in situ generated ortho-quinomethanes in oil-water biphases, allowing an efficient access to varied diarylindolylmethanes with a wide substrate scope. The high yields, excellent stereoselectivities, mild conditions, low catalyst loading, and easy scalability also demonstrated the interest of this novel methodology.
- Chu, Ming-Ming,Chen, Xue-Yang,Wang, Yi-Feng,Qi, Suo-Suo,Jiang, Zhen-Hui,Xu, Dan-Qian,Xu, Zhen-Yuan
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- Organocatalytic stereoselective conjugate addition of 3-substituted oxindoles with in situ generated ortho-quinone methides
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A novel method for the stereoselective conjugate addition of 3-substituted oxindoles to in situ generated o-QMs was described. This process was catalyzed efficiently by a cinchonidine-derived squaramide catalyst in oil-water phase, furnishing the corresponding 3,3-disubsituted oxindole derivatives in moderate to high yields (up to 98%) with high stereoselectivities (up to 95% ee, 15.4:1 dr). The utility of this reaction was also investigated by the gram-scale synthesis and derivatization of one of the products.
- Liang, Weihong,Yin, Wenhao,Wang, Tingzhong,Qiu, Fayang G.,Zhao, Junling
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supporting information
p. 1742 - 1747
(2018/04/02)
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- ECO-FRIENDLY MATERIALS AND METHODS FOR RENEWABLE AND SUSTAINABLE APPLICATIONS IN MATERIAL CHEMISTRY
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The invention relates to novel hydrazide-based templates, methods of making the same, and methods of using the hydrazide-based templates as molecular scaffolds for asymmetric light driven transformations, light driven material synthesis, and biological applications. Furthermore, the present invention relates to photoinitiators, monomers, and polymers derived from biomass, together with methods and methods of using the same.
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Page/Page column 42
(2017/09/27)
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- Bifunctional Amine-Squaramide Catalyzed Friedel–Crafts Alkylation Based on ortho-Quinone Methides in Oil-Water Phases: Enantioselective Synthesis of Triarylmethanes
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An efficient enantioselective Friedel–Crafts alkylation reaction of electron-rich β-naphthol with in situ generated ortho-quinone methides catalyzed by chiral bifunctional amine-squaramide catalysts has been developed. The chiral triarylmethane derivative
- Wang, Yifeng,Zhang, Cheng,Wang, Haojiang,Jiang, Yidong,Du, Xiaohua,Xu, Danqian
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supporting information
p. 791 - 797
(2017/03/11)
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- Synthesis of 2,3-disubstituted benzofurans from ortho-acylphenols
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2,3-Disubstituted benzofuran derivatives were synthesized from ortho-acylphenols in two steps. The β-aryloxyacrylates prepared from the ortho-acylphenols were treated with n-Bu3SnH/ AIBN and then with 5% HCl-EtOH to afford 2,3-disubstituted benzofurans. Georg Thieme Verlag Stuttgart.
- Kim, Kwang-Ok,Tae, Jinsung
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p. 387 - 390
(2007/10/03)
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