Copper-catalyzed Remote Double Functionalization of Allenynes

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2024 May 24

PMID 38784739

Authors

Yulong Song

Chunling Fu

Jian Zheng

Shengming Ma

Affiliations

Soon will be listed here.

Abstract

Addition reactions of molecules with conjugated or non-conjugated multiple unsaturated C-C bonds are very attractive yet challenging due to the versatile issues of chemo-, regio-, and stereo-selectivities. Especially for the readily available conjugated allenyne compounds, the reactivities have not been explored. The first example of copper-catalyzed 2,5-hydrofunctionalization and 2,5-difunctionalization of allenynes, which provides a facile access to versatile conjugated vinylic allenes with a C-B or C-Si bond, has been developed. This mild protocol has a broad substrate scope tolerating many synthetically useful functional groups. Due to the highly functionalized nature of the products, they have been demonstrated as platform molecules for the efficient syntheses of monocyclic products including poly-substituted benzenes, bicyclic compounds, and highly functionalized allene molecules.

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