一种简单的一锅两步法，通过吲哚与α-亚氨基酮进行-1-烷基化反应，实现-1-喹喔啉基吲哚的快速三步合成。
A simple one-pot 2-step -1-alkylation of indoles with αiminoketones toward the expeditious 3-step synthesis of -1-quinoxaline-indoles.
作者信息
Martinez-Ariza Guillermo, Ayaz Muhammad, Hulme Christopher
机构信息
College of Pharmacy, BIO5 Oro Valley, The University of Arizona, Oro Valley, Arizona 85737, United States.
出版信息
Tetrahedron Lett. 2013 Dec 4;54(49). doi: 10.1016/j.tetlet.2013.09.113.
Abstract
A straightforward procedure for the preparation of -quinoxaline-indoles is presented. A base-catalyzed one-pot addition of indoles to a preformed α-iminoketone proceeds on the -1 indole and the subsequent adduct undergoes an acid-mediated deprotection of an internal amino nucleophile, intramolecular cyclization and final oxidation generating -1-quinoxaline-indoles in good yield.
摘要
本文介绍了一种制备喹喔啉吲哚的直接方法。在碱催化下，吲哚一锅法加成到预先形成的α-亚氨基酮上，反应发生在吲哚的-1位，随后的加合物经过酸介导的分子内氨基亲核试剂脱保护、分子内环化和最终氧化，以良好的产率生成喹喔啉吲哚。
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