The gold(I)-catalyzed dearomative cyclopentannulation of various indoles with 2-ethynyl-1,3-dithiolane is reported. The method generates three new stereocenters with excellent control of relative stereochemistry and is tolerant of diverse functionalization and substitution patterns on the indoles. The obtained cyclopentane-fused indolines allow for interesting subsequent synthetic manipulations, giving rise to fully substituted cyclopentanes with control of the relative stereochemistry of all five stereocenters. The reported reaction illustrates and elucidates a mechanistic dichotomy underlying gold(I)-catalyzed reactions of 2-ethynyl-1,3-dithiolane.

中文翻译：

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吲哚的脱芳香 (3 + 2) 环加成用于全功能化环戊烷的立体选择性组装

报道了金 (I) 催化的各种吲哚与 2-乙炔基-1,3-二硫戊环的脱芳香环戊环化反应。该方法生成了三个新的立体中心，对相对立体化学具有出色的控制，并且能够容忍吲哚上的多种官能化和取代模式。获得的环戊烷稠合二氢吲哚允许进行有趣的后续合成操作，产生完全取代的环戊烷并控制所有五个立体中心的相对立体化学。报道的反应说明并阐明了金 (I) 催化的 2-乙炔基-1,3-二硫戊环反应背后的机械二分法。