Selective synthetic routes to sterically hindered unsymmetrical diaryl ketones via arylstannanes

MJ Lo Fiego, GF Silbestri, AB Chopa…

Index: Lo Fiego, Marcos J.; Silbestri, Gustavo F.; Chopa, Alicia B.; Lockhart, Maria T. Journal of Organic Chemistry, 2011 , vol. 76, # 6 p. 1707 - 1714

Full Text: HTML

Citation Number: 24

Abstract

Bulky arylstannanes and bulky aroyl chlorides are good reaction partners for the synthesis of two-, three-, and even four-ortho-substituted benzophenones, in good to excellent isolated yields (47− 91%). Three simple and direct routes, with differential advantages, are proposed:(i) a catalyst-free protocol, in o-dichlorobenzene (ODCB) at 180° C;(ii) a room temperature protocol, using AlCl3 (0.5 equiv), in dichloromethane (DCM); and (iii) a ...