Regioselective Synthesis of Tetrasubstituted Pyrroles by 1,3-Dipolar Cycloaddition and Spontaneous Decarboxylation

被引：58
|
作者：
Kim, Yongju [1 ]
Kim, Jonghoon [1 ]
Park, Seung Bum [1 ]
机构：
[1] Seoul Natl Univ, Dept Chem, Seoul 151747, South Korea
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 01期
关键词：
STEREOSELECTIVE-SYNTHESIS; MUNCHNONES; DERIVATIVES; ALKYNES; IMINES; POTENT;
D O I：
10.1021/ol8022193
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of alpha,beta-unsaturated benzofuran-3(2h)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).
引用
收藏
页码：17 / 20
页数：4
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