A simple one-pot 2-step N-1-alkylation of indoles with α-iminoketones toward the expeditious 3-step synthesis of N-1-quinoxaline-indoles

TETRAHEDRON LETTERS

卷:54

Article

Martinez-Ariza, Guillermo¹  Ayaz, Muhammad¹  Hulme, Christopher^1,2 

[1] Univ Arizona, Coll Pharm, Oro Valley BIO5, Oro Valley, AZ 85737 USA

[2] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA

关键词: Multicomponent reaction;    Indole;    Quinoxaline;    alpha-Iminoketone;    Privileged scaffolds;   

DOI  :  10.1016/j.tetlet.2013.09.113

来源: Elsevier

【 摘 要 】

A straightforward procedure for the preparation of N-quinoxaline-indoles is presented. A base-catalyzed one-pot addition of indoles to a preformed alpha-iminoketone proceeds on the N-1 indole and the subsequent adduct undergoes an acid-mediated deprotection of an internal amino nucleophile, intramolecular cyclization, and final oxidation generating N-1-quinoxaline-indoles in good yield. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

Free