Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos, Rodovia Washington Luís, km 235, São Carlos, SP 13565-905, Brazil.
Org Lett. 2020 Jun 5;22(11):4266-4271. doi: 10.1021/acs.orglett.0c01297. Epub 2020 May 8.
A radical cascade process initiated through visible-light induced thiyl radical coupling with -substituted arylisocianides followed by an intramolecular cyclization and subsequent aromatization to access 2-sulfenylindoles is described. The key thiyl radicals are promptly generated via a hydrogen atom transfer event. The redox-neutral protocol features broad substrate scope, excellent functional group tolerance, and mild reaction conditions. Furthermore, the implementation of a continuous flow variant allows smooth scalability with a short residence time through process intensification.
本文描述了一种通过可见光诱导的硫自由基与取代的芳基异氰化物偶联引发的自由基级联反应，随后进行分子内环化和后续的芳构化，从而得到 2-亚磺酰基吲哚的方法。关键的硫自由基是通过氢原子转移反应迅速生成的。该氧化还原中性的反应条件具有广泛的底物适用性、优异的官能团耐受性和温和的反应条件。此外，通过连续流变体的实施，可以通过强化过程实现短停留时间的平稳放大。
