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Iodine(III)-Mediated Selective Intermolecular C–H Amination for the Chemical Diversification of Tryptamines

Defined hypervalent iodine reagents of the general structure PhI­[N­(SO2R)­(SO2R′)]2 promote the selective direct C–H-amination of the indole core of various tryptamines. Starting from a general C2-amination strategy, subsequent transformations enable a variety of site-selective functionalizations,...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-08, Vol.81 (15), p.6496-6504
Main Authors: Bosnidou, Alexandra E., Millán, Alba, Ceballos, Javier, Martínez, Claudio, Muñiz, Kilian
Format: Article
Language:English
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Summary:Defined hypervalent iodine reagents of the general structure PhI­[N­(SO2R)­(SO2R′)]2 promote the selective direct C–H-amination of the indole core of various tryptamines. Starting from a general C2-amination strategy, subsequent transformations enable a variety of site-selective functionalizations, which proceed with noteworthy high chemoselectivity and provide an overall access to structurally diversified products.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01118