One-Pot AgOAc-Mediated Synthesis of Polysubstituted Pyrroles from Primary Amines and Aldehydes: Application to the Total Synthesis of Purpurone

被引:105
作者
Li, Qingjiang [1 ]
Fan, Aili [1 ]
Lu, Zhiyao [1 ]
Cui, Yuxin [1 ]
Lin, Wenhan [1 ]
Jia, Yanxing [1 ,2 ]
机构
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
EFFICIENT TOTAL-SYNTHESIS; C BOND FORMATION; LEAD-TETRAACETATE; ENAMINE-ESTERS; SUBSTITUTED PYRROLES; SEQUENTIAL REACTIONS; DIRECT ANNULATION; ALPHA-ARYLATION; OXIDATION; ALKALOIDS;
D O I
10.1021/ol101644g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone.
引用
收藏
页码:4066 / 4069
页数:4
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