Regioselective one-pot C-N coupling of substituted naphthoquinones: selective intramolecular ring fusion of sulfonamides

TETRAHEDRON

卷:70

Article

Yu, Wenying¹  Li, Chenglong¹ 

[1] Ohio State Univ, Coll Pharm, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA

关键词: Regioselective;    Copper-catalyzed;    C-N coupling;    Ring fusion;    Naphthoquinones;   

DOI  :  10.1016/j.tet.2013.11.041

来源: Elsevier

【 摘 要 】

The first one-pot copper-catalyzed highly regioselective C - N bond formation between aryl/alkyl amines and sulfonamide-substituted naphthoquinones was accomplished. Facile chemoselective routes obtained diverse ring-opening 6-amino/anilino-naphthalen-dione-1-sulfonamides and ring-fused 6-amino/aniline5H-naphth[1,8-cd]isothiazol-5-one,1,1 -dioxides with great functional group tolerance. Regiochemistry was confirmed by 1D- and 2D-NMRs. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

【 授权许可】

Free