4.5 Review

Pd-catalyzed Intermolecular Dehydrogenative Heck Reactions of Six-membered Heteroarenes

Journal

CURRENT ORGANIC CHEMISTRY
Volume 25, Issue 18, Pages 2046-2067

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272825666210412160959

Keywords

Palladium; heteroarene; dehydrogenative Heck reaction; cross-coupling; C-H activation; alkenylation

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The review mainly focuses on dehydrogenative Heck reactions published since 2010, highlighting the diversity of procedures, mechanisms, and intermediates proposed, along with some personal comments.
The PdII-mediated cross-coupling of (hetero)arenes with alkenes may be an effective method for the formation of a C-C bond from two C-H bonds. This reaction was discovered by Fujiwara and his co-workers in 1967, which led to a number of reports that we first highlighted in 2011 (review with references till June 2010) and for which we retained the name Dehydrogenative Heck Reaction (DHR). The DHR of six-membered heteroarenes has been the subject of intensive research over the last ten years. The present review is limited to these dehydrogenative Heck reactions published since 2010, underlining the diversity of the procedures, mechanisms and intermediates that have been proposed along with some personal comments.

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