Organic Chemistry Portal

Abstracts

Search:

Nickel-Catalyzed Cross-Electrophile Reductive Couplings of Neopentyl Bromides with Aryl Bromides

Soumik Biswas, Bo Qu*, Jean-Nicolas Desrosiers*, Younggi Choi, Nizar Haddad, Nathan K. Yee, Jinghua J. Song and Chris H. Senanayake

*Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States, Email: bo.quboehringer-ingelheim.com, nick.desrosierspfizer.com

S. Biswas, B. Qu, J.-N. Desrosiers, Y. Choi, N. Haddad, N. K. Yee, J. J. Song, C. H. Senanayake, J. Org. Chem., 2020, 85, 8214-8220.

DOI: 10.1021/acs.joc.0c00549



see article for more reactions

Abstract

5-Cyanoimidazole was identified as an inexpensive ligand for nickel-catalyzed cross-electrophile couplings for the preparation of various alkylated arene products with good yields. Furthermore, the scope of reductive couplings could be expanded to challenging substrates, such as sterically hindered neopentyl halides.

see article for more examples



Key Words

alkylated arenes, zinc


ID: J42-Y2020