Lewis Acid Mediated Cascade Friedel–Craft/Alkyne Indol-2-yl Cation Cyclization/Vinyl Cation Trapping for the Synthesis of N-Fused Indole Derivatives,Organic Letters

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Lewis Acid Mediated Cascade Friedel–Craft/Alkyne Indol-2-yl Cation Cyclization/Vinyl Cation Trapping for the Synthesis of N-Fused Indole Derivatives
Organic Letters ( IF 4.9 ) Pub Date : 2017-09-22 00:00:00 , DOI: 10.1021/acs.orglett.7b02680
Santosh J. Gharpure ₁ , Yogesh G. Shelke ₁

Affiliation

A Lewis acid promoted cascade Friedel-Craft/alkyne indol-2-yl cation cyclization/vinyl cation trapping for an efficient and divergent synthesis of N-fused indoles is developed. The present study illustrates the first example of an alkyne as a nucleophile on the less explored indol-2-yl cation. The method efficiently affords pharmaceutically important pyrrolizino-quinolines and complex fused indole derivatives in high yields.

中文翻译：

Lewis酸介导的级联Friedel-Craft /炔烃吲哚-2-基阳离子环化/乙烯基阳离子诱捕法合成N-融合的吲哚衍生物

开发了路易斯酸促进的级联的Friedel-Craft /炔吲哚-2-基阳离子环化/乙烯基阳离子捕集，用于有效且发散地合成N-稠合的吲哚。本研究说明了炔烃作为少见的吲哚-2-基阳离子上的亲核试剂的第一个例子。该方法以高收率有效地提供了药学上重要的吡咯烷并喹啉和复杂的稠合吲哚衍生物。

更新日期：2017-09-22

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