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

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• 作者：Yongju Kim ; Jonghoon Kim ; Seung Bum Park
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：January 1, 2009
• 年：2009
• 卷：11
• 期：1
• 页码：17-20
• 全文大小：181K
• 年卷期：v.11,no.1(January 1, 2009)
• ISSN：1523-7052

文摘

We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of α,β-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).