4.6 Review

Transition metal-catalyzed C-H/C-C activation and coupling with 1,3-diyne

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Summary: The stereoselective synthesis of 1,3-enynes from 1,3-diynes was achieved by palladium-catalyzed selective C-C bond cleavage of cyclopropanol. The protocol showed high stereoselectivity with diverse substrates. Mechanistic investigations and DFT calculations were carried out to validate the atomic-level mechanism and identify rate-controlling states in the catalytic cycle. Preliminary investigations ruled out the involvement of the radical pathway in this transformation.

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Summary: An efficient synthetic method has been developed for the functionalization of bisindoles and indoles through catalyst-controlled C-H functionalization of pyrazolidinones and 1,3-diynes, providing a straightforward pathway with high selectivity for both chemoselectivity and regioselectivity challenges.

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