Counterion Effects in a Gold-Catalyzed Synthesis of Pyrroles from Alkynyl Aziridines

被引:152
作者
Davies, Paul W. [1 ]
Martin, Nicolas [1 ]
机构
[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
基金
英国工程与自然科学研究理事会;
关键词
AMINATION/ANNULATION REACTIONS; CYCLOISOMERIZATION; CYCLIZATION; PLATINUM; KETONES; 1,2-MIGRATION; DERIVATIVES; MIGRATION; ALLENES;
D O I
10.1021/ol900609f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aryl-substituted N-tosyl alkynyl aziridines undergo a gold-catalyzed ring expansion to afford 2,5-substituted pyrrole products. Under certain conditions, a ring-expansion and rearrangement leads to 2,4-substituted pyrroles. The reaction pathway is determined by the counterion to the gold catalyst.
引用
收藏
页码:2293 / 2296
页数:4
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