Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): new electrophilic coupling partners for room temperature Suzuki-Miyaura cross-coupling reactions

被引：21
|
作者：
Joseph, Jayan T. [1 ,2 ]
Sajith, Ayyiliath M. [2 ]
Ningegowda, Revanna C. [2 ]
Nagaraj, Archana [2 ]
Rangappa, K. S. [1 ]
Shashikanth, Sheena [1 ]
机构：
[1] Univ Mysore, Dept Studies Chem, Mysore 570006, Karnataka, India
[2] Syngene Int Ltd, Bangalore 560099, Karnataka, India
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 36期
关键词：
Pentafluorobenzenesulfonates; Cross-coupling; Palladium; Suzuki-Miyaura cross-coupling; GENERAL PALLADIUM CATALYST; LIGAND-FREE; C-C; ARYL; REAGENTS; DERIVATIVES; POTASSIUM; HALIDES; ACIDS; VINYL;
D O I：
10.1016/j.tetlet.2015.07.033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first cross-coupling reaction between aryl/heteroaryl pentafluorobenzenesulfonates and aryl/heteroaryl boronic acids under mild conditions is described. The successful synthesis of highly ortho substituted biaryls and high chemoselectivity of these bench stable intermediates over tosylates, triflates, mesylates, and chlorides increases its scope as a valuable cross-coupling partner. The generality of this protocol was further extended to other boron containing nucleophiles (boronates, trifluoroborates) and alkyl boronic acids. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5106 / 5111
页数：6
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