The Journal of organic chemistry

Synthesis of Diarylmethanes via Metal-Free Reductive Cross-Coupling of Diarylborinic Acids with Tosyl Hydrazones

X Li, Y Feng, L Lin, G Zou

Index: Li, Xijing; Feng, Yuanyuan; Lin, Lin; Zou, Gang Journal of Organic Chemistry, 2012 , vol. 77, # 23 p. 10991 - 10995

Full Text: HTML

Citation Number: 23

Abstract

This paper describes a practical and efficient procedure that takes advantage of diarylborinic acids as a cost-effective alternative to arylboronic acids for synthesis of diarylmethanes through metal-free reductive cross-coupling with N-tosylhydrazones of aromatic aldehydes and ketones. The procedure tolerates hydroxyl, halide, amine, and allyl functionality, complementary to the transition-metal catalyzed cross-coupling techniques.