Catalytic Functionalization of C(sp 2 )H and C(sp 3 )H Bonds by Using Bidentate Directing Groups

作者：Guy Rouquet, Naoto Chatani · 发表于：Angewandte Chemie International Edition · 年份：2013 · DOI：10.1002/anie.201301451 · 被引用次数：2010 · 研究领域：Catalytic C–H Functionalization Methods、Catalytic Cross-Coupling Reactions、Synthesis and Catalytic Reactions

C-H bonds are ubiquitous in organic compounds. It would, therefore, appear that direct functionalization of substrates by activation of C-H bonds would eliminate the multiple steps and limitations associated with the preparation of functionalized starting materials. Regioselectivity is an important issue because organic molecules can contain a wide variety of C-H bonds. The use of a directing group can largely overcome the issue of regiocontrol by allowing the catalyst to come into proximity with the targeted C-H bonds. A wide variety of functional groups have been evaluated for use as directing groups in the transformation of C-H bonds. In 2005, Daugulis reported the arylation of unactivated C(sp(3))-H bonds by using 8-aminoquinoline and picolinamide as bidentate directing groups, with Pd(OAc)2 as the catalyst. Encouraged by these promising results, a number of transformations of C-H bonds have since been developed by using systems based on bidentate directing groups. In this Review, recent advances in this area are discussed.