Journal of Organic Chemistry 2008-10-03

A new family of tunable indolylphosphine ligands by one-pot assembly and their applications in Suzuki-Miyaura coupling of aryl chlorides.

Chau Ming So, Chung Chiu Yeung, Chak Po Lau, Fuk Yee Kwong

Index: J. Org. Chem. 73 , 7803, (2008)

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Abstract

This study describes a new class of indolylphosphine ligands, which can be easily accessed by a simple one-pot assembly from commercially available indoles, acid chlorides, and chlorophosphines. A combination of these three starting materials provides a high diversification of the ligand structure. The application of this ligand array in palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. A catalyst loading down to 0.01 mol % of Pd can be achieved.