Organocatalytic asymmetric allylic alkylation of 2-methyl-3-nitroindoles: a route to direct enantioselective functionalization of indole C(sp)-H bonds

We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 7; pp. 153 - 157
Main Authors Xu, Jing-Xiang, Chu, Kai-Ti, Chiang, Ming-Hsi, Han, Jeng-Liang
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 25.02.2021
Subjects
Alkylation
Asymmetry
Catalysts
Enantiomers
Indoles
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ISSN1477-0520
1477-0539
1477-0539
DOI10.1039/d1ob00048a

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Summary:We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities. A direct catalytic asymmetric functionalization of 2-methyl-3-nitroindoles using organocatalysis has been developed.
Bibliography:10.1039/d1ob00048a
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d1ob00048a