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Catalytic Oxyamidation of Indoles
Author(s) -
Beaumont Stéphane,
Pons Valérie,
Retailleau Pascal,
Dodd Robert H.,
Dauban Philippe
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906650
Subject(s) - nitrene , regioselectivity , indole test , catalysis , intermolecular force , chemistry , combinatorial chemistry , stereochemistry , computer science , organic chemistry , molecule
Twofold versatility : An efficient intermolecular oxyamidation of indoles relies on the application of rhodium(II)‐catalyzed nitrene transfers. The cis or trans products are exclusively isolated in very good yields (up to 88 %) by changing the nucleophile. Control of the regioselectivity of the addition is also possible by modifying the substitution of the indole double bond (see scheme).