Functional group directed C-H borylation

被引:512
作者
Ros, A. [1 ]
Fernandez, R. [2 ]
Lassaletta, J. M. [1 ]
机构
[1] CSIC, US, Inst Invest Quim, E-41092 Seville, Spain
[2] Univ Seville, Dept Quim Organ, E-41012 Seville, Spain
关键词
IRIDIUM-CATALYZED BORYLATION; HETEROAROMATIC-COMPOUNDS; ARENES; ACTIVATION; BONDS; ARYLISOQUINOLINES; CONSTRUCTION; DERIVATIVES; COMPLEXES; BEHAVIOR;
D O I
10.1039/c3cs60418g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct borylation of hydrocarbons via C-H activation has reached an impressive level of sophistication and efficiency, emerging as a fundamental tool in synthesis because of the versatility offered by organoboron compounds. As a remarkable particularity, the catalytic systems originally developed for these reactions are relatively insensitive to directing effects, and the regioselectivity of the borylations is typically governed by steric factors. Likely stimulated by the great synthetic potential of the expected functionalised organoboranes, however, many groups have recently focused on the development of complementary strategies for directed, site-selective borylation reactions where a directing group controls the course of the reaction. In this tutorial review, the different strategies and findings related to the development of these directed borylation reactions via C(sp(2))-H or C(sp(3))-H activation will be summarized and discussed.
引用
收藏
页码:3229 / 3243
页数:15
相关论文
共 53 条
[51]   Regioselective aromatic borylation in an inert solvent [J].
Tse, MK ;
Cho, JY ;
Smith, MR .
ORGANIC LETTERS, 2001, 3 (18) :2831-2833
[52]   Palladium-catalyzed monoselective C-H borylation of acetanilides under acidic conditions [J].
Xiao, Bin ;
Li, Yi-Ming ;
Liu, Zhao-Jing ;
Yang, Han-Yi ;
Fu, Yao .
CHEMICAL COMMUNICATIONS, 2012, 48 (40) :4854-4856
[53]   Directed Ortho Borylation of Phenol Derivatives Catalyzed by a Silica-Supported Iridium Complex [J].
Yamazaki, Kenji ;
Kawamorita, Soichiro ;
Ohmiya, Hirohisa ;
Sawamura, Masaya .
ORGANIC LETTERS, 2010, 12 (18) :3978-3981