Potassium tert-butoxide-mediated generation of arynes from o-bromoacetophenone derivatives

被引：5
|
作者：
Chang, Denghu [1 ]
Gao, Fei [1 ]
Shi, Lei [1 ]
机构：
[1] Harbin Inst Technol, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China
来源：
TETRAHEDRON | 2018年 / 74卷 / 20期
关键词：
o-Bromoacetophenone derivatives; Aryne; t-BuOK; N-arylation; Copper-catalyzed coupling; TRANSITION-METAL-FREE; DIELS-ALDER REACTIONS; FACILE N-ARYLATION; C-H ACTIVATION; COUPLING REACTIONS; BENZYNE FORMATION; EMPLOYING ARYNES; ARYL HALIDES; BOND; HETEROCYCLES;
D O I：
10.1016/j.tet.2018.03.058
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
o-bromoacetophenone derivatives as new versatile aryne precursors are induced to selectively eliminate the C-Ar-Br and C-Ar-C-(AC) bonds in the help of t-BuOK. Furthermore, the active aryne intermediates are successfully applied in a substantial set of reactions including N-arylation and copper-catalyzed coupling with various terminal alkynes. It is important to note that the generation of benzyne intermediate is demonstrated through cycloadditon reaction experiment with furan. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2428 / 2434
页数：7
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