Palladium-catalyzed oxidative C-H activation/annulation of -alkylanilines with bromoalkynes: access to functionalized 3-bromoindoles

A straightforward approach to the synthesis of 3-bromoindoles via palladium-catalyzed oxidative C-H activation/annulation of N -alkylanilines with bromoalkynes has been described. This protocol features high atom economy, excellent chemo- and regioselectivities, and good functional group tolerance....

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Published in:Chemical communications (Cambridge, England) England), 2022-08, Vol.58 (69), p.9666-9669
Main Authors: Fang, Songjia, Chen, Wenhao, Jiang, Huanfeng, Ma, Ruize, Wu, Wanqing
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Summary:A straightforward approach to the synthesis of 3-bromoindoles via palladium-catalyzed oxidative C-H activation/annulation of N -alkylanilines with bromoalkynes has been described. This protocol features high atom economy, excellent chemo- and regioselectivities, and good functional group tolerance. Moreover, the resultant 3-bromoindoles can be transformed to various functionalized indole derivatives, which demonstrates the practicability of this method in organic synthesis. A convenient and straightforward entry to 3-bromoindoles via palladium-catalyzed oxidative C-H activation/annulation of N -alkylanilines and bromoalkynes has been established.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc03298h