Benzofuran synthesis via copper-mediated oxidative annulation of phenols and unactivated internal alkynes

被引:133
作者
Zhu, Ruyi [1 ,2 ]
Wei, Jiangbo [1 ,2 ]
Shi, Zhangjie [1 ,2 ,3 ]
机构
[1] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Coll Chem, BNLMS,Minist Educ, Beijing 100871, Peoples R China
[2] Peking Univ, PKU Green Chem Ctr, Beijing 100871, Peoples R China
[3] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
C-H ACTIVATION; PALLADIUM-CATALYZED ANNULATION; N BOND FORMATION; NATURAL-PRODUCTS; REGIOSELECTIVE SYNTHESIS; SUBSTITUTED BENZOFURANS; EFFICIENT SYNTHESIS; BENZOIC-ACIDS; RHODIUM; HETEROCYCLES;
D O I
10.1039/c3sc51489g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first example of copper-mediated oxidative annulation of phenols and unactivated internal alkynes to afford benzofuran derivatives was reported. Various phenols and unactivated internal alkynes were successfully employed. Mechanistic studies disclosed a new strategy on annulations of alkynes with phenols through reversible electrophilic carbocupration of phenol followed by alkyne insertion and cyclization.
引用
收藏
页码:3706 / 3711
页数:6
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