A Direct, Chemo-, and Regioselective Cross-Coupling Reaction of Arenes via Sequential Directed ortho Cuprations and Oxidation

被引：0
|
作者：
Tezuka, Noriyuki [1 ,2 ]
Hirano, Keiichi [1 ,2 ]
Uchiyama, Masanobu [1 ,2 ,3 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan
[2] RIKEN, Adv Elements Chem Lab, CPR, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
[3] Shinshu Univ, RISM, 3-15-1 Tokida, Ueda, Nagano 3868567, Japan
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 23期
关键词：
CATALYZED ORTHO-ARYLATION; C-H FUNCTIONALIZATION; DEPROTONATIVE METALATION; BOND FORMATION; REAGENTS; SYNERGY; LIGANDS; BIARYLS; SCOPE;
D O I：
10.1021/acs.orglett.9b03719
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Direct cross-coupling of Csp(2)-H/Csp(2)-H bonds of two arenes was achieved in 30-76% yield via sequential directed ortho cuprations (DoCu) with the cuprate base (TMP)(2)Cu(CN)Li-2 (1, TMP = 2,2,6,6-tetramethylpiperidido), followed by oxidation. This methodology offers easy access to unsymmetric biaryls from arenes with a variety of directed metalation groups (DMGs) and ancillary functional groups, taking advantage of the highly chemoselective action of 1.
引用
收藏
页码：9536 / 9540
页数：5
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