Section 53
Chapter 52,912

Efficient synthesis of sterically crowded biaryls by palladium-phosphinous acid-catalyzed cross-coupling of aryl halides and aryl grignards

Wolf, C.; Xu, H.

Journal of Organic Chemistry 73(1): 162-167


ISSN/ISBN: 0022-3263
PMID: 18052388
DOI: 10.1021/jo701893m
Accession: 052911324

Download citation:  

A series of sterically hindered biaryls have been obtained by palladium- and nickel-phosphinous acid-catalyzed Kumada-Corriu cross-coupling of ortho-substituted aryl halides and Grignard reagents. This method allows formation of di- and tri-ortho-substituted biaryls in 87-98% yield under mild reaction conditions even when electron-rich aryl chlorides are used. The reaction also proceeds with aryl iodides at -20 degrees C, and under these conditions, functional groups that are generally not compatible with Grignard reagents are tolerated.

PDF emailed within 0-6 h: $19.90