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

Counterion Effects in a Gold-Catalyzed Synthesis of Pyrroles from Alkynyl Aziridines
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DOI:
10.1021/ol900609f
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发表时间:
2009-06-04
期刊:
影响因子:
5.2
通讯作者:
Martin, Nicolas
Martin, Nicolas
中科院分区:
化学1区
文献类型:
--
作者:
Davies, Paul W.;Martin, Nicolas

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芳基取代的N-对甲苯磺酰基炔基氮杂环丙烷进行金催化的扩环,得到2,5-取代的吡咯产物。在一定条件下,扩环和重排导致2,4-取代的吡咯。反应途径取决于金催化剂的平衡。
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.