4.8 Article

Palladium-pincer complex catalyzed C-C coupling of allyl nitriles with tosyl imines via regioselective allylic C-H bond functionalization

Journal

ORGANIC LETTERS
Volume 10, Issue 13, Pages 2881-2884

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol801070n

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A mechanistically new palladium-pincer complex catalyzed allylation of sulfonimines is presented. This reaction involves C-H bond functionalization of allyl nitriles under mild conditions. The reaction proceeds with a high regioselectivity, without allyl rearrangement of the product. Modeling studies indicate that the carbon-carbon bond formation process proceeds via (eta(1)-allyl)palladium pincer complex intermediates.

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