利用可见光生成的亚胺中间体的功能多样的亲核捕获。
Functionally diverse nucleophilic trapping of iminium intermediates generated utilizing visible light.
机构信息
Department of Chemistry, Boston University, Boston, Massachusetts 02215, USA.
出版信息
Org Lett. 2012 Jan 6;14(1):94-7. doi: 10.1021/ol202883v. Epub 2011 Dec 8.
Abstract
Our previous studies into visible-light-mediated aza-Henry reactions demonstrated that molecular oxygen played a vital role in catalyst turnover as well as the production of base to facilitate the nucleophilic addition of nitroalkanes. Herein, improved conditions for the generation of iminium ions from tetrahydroisoquinolines that allow for versatile nucleophilic trapping are reported. The new conditions provide access to a diverse range of functionality under mild, anaerobic reaction conditions as well as mechanistic insights into the photoredox cycle.
摘要
我们之前关于可见光介导的氮杂 Henry 反应的研究表明，分子氧在催化剂周转以及产生碱以促进硝基烷烃的亲核加成中起着至关重要的作用。在此，我们报道了一种从四氢异喹啉中生成亚胺离子的改进条件，该条件允许进行多功能的亲核捕获。在温和的厌氧反应条件下，新的条件为各种功能团的转化提供了途径，并深入了解了光氧化还原循环的机理。
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