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可见光促进 N-磺酰基烯丙基胺与氮自由基的环化反应：构建氯甲基化吡咯烷衍生物。

Visible-Light-Mediated Annulation of Electron-Rich Alkenes and Nitrogen-Centered Radicals from N-Sulfonylallylamines: Construction of Chloromethylated Pyrrolidine Derivatives.

机构信息

Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K.

Medicine Design, Pfizer Inc. , Eastern Point Road, Groton, Connecticut 06340, United States.

出版信息

J Org Chem. 2017 Dec 15;82(24):13093-13108. doi: 10.1021/acs.joc.7b02146. Epub 2017 Nov 22.

DOI:10.1021/acs.joc.7b02146
PMID:29121471
Abstract

A visible-light-mediated annulation of N-sulfonylallylamines and olefins is reported. Rapid access to highly functionalized chloromethylated pyrrolidines can be achieved using mild conditions for the generation of nitrogen-centered radicals. Both a transition-metal-based catalyst and an organic dye can be used as photosensitizers with 0.5 mol % loading. The reaction was found to be applicable to a large variety of electron-rich and electron-neutral olefins.

摘要

本文报道了 N-磺酰基烯丙胺和烯烃的可见光环化反应。在温和的条件下，通过氮中心自由基的生成，可以快速获得高度官能化的氯甲基化吡咯烷。过渡金属基催化剂和有机染料都可以作为敏化剂，用量为 0.5 摩尔%。该反应适用于多种富电子和电中性烯烃。

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