2,4-vs 3,4-Disubsituted Pyrrole Synthesis Switched by Copper and Nickel Catalysts

被引:113
作者
Chen, Feng [1 ]
Shen, Tao [1 ]
Cui, Yuxin [1 ]
Jiao, Ning [1 ,2 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
基金
美国国家科学基金会;
关键词
VINYL AZIDES; C-H; POLYSUBSTITUTED PYRROLES; SUBSTITUTED PYRROLES; EFFICIENT SYNTHESIS; DERIVATIVES; CYCLIZATION; CHEMISTRY; ROUTE; 2,4-DIARYLPYRROLES;
D O I
10.1021/ol302270z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient copper or nickel catalyzed highly selective denitrogenative annulation of vinyl azides with aryl acetaldehydes has been developed. 2,4- and 3,4-diaryl substituted pyrroles, which are difficult to synthesize by the reported methods, can be highly regioselectively prepared by this protocol simply switched by the selection of the transition metal catalysts. Compared with the reported acidic or basic conditions for polysubstituted pyrrole synthesis, the present reaction conditions are mild, neutral, and very simple without any additives.
引用
收藏
页码:4926 / 4929
页数:4
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