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Design of an Indolylphosphine Ligand for Reductive Elimination-Demanding Monoarylation of Acetone Using Aryl Chlorides

Wai Chung Fu, Chau Ming So*, Wing Kin Chow, On Ying Yuen and Fuk Yee Kwong*

*The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, Email: chau.ming.sopolyu.edu.hk, fuk-yee.kwongpolyu.edu.hk

W. C. Fu, C. M. So, W. K. Chow, O. Y. Yuen, F. Y. Kwong, Org. Lett., 2015, 17, 4612-4615.

DOI: 10.1021/acs.orglett.5b02344 (free Supporting Information)


Abstract

The rational design of a phosphine ligand for the Pd-catalyzed mono-α-arylation of acetone enables the conversion of a broad range of aryl chlorides and provides excellent product yields with down to 0.1 mol % Pd. Preliminary investigations suggest that the rate-limiting step for the proposed system is the oxidative addition of aryl chlorides.

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Key Words

α-arylation


ID: J54-Y2015