New efficient synthesis of multisubstituted benzimidazoles and quinoxalin-2(1H)-ones by a Ugi 4CC/aza-Wittig sequence starting from, aromatic amine precursors

被引：23
|
作者：
Yan, Yan-Mei [1 ]
Gao, Yun [1 ]
Ding, Ming-Wu [1 ]
机构：
[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
来源：
TETRAHEDRON | 2016年 / 72卷 / 35期
基金：
中国国家自然科学基金;
关键词：
Ugi reaction; aza-Wittig reaction; C-H activation; Benzimidazole Quinoxalin-2(1H)-one; AZA-WITTIG REACTION; ONE-POT SYNTHESIS; QUINOXALINONE DERIVATIVES; POTENTIAL ANTICANCER; INHIBITORS; DESIGN; ANTIOXIDANT; CYCLIZATION; DISCOVERY; CHEMISTRY;
D O I：
10.1016/j.tet.2016.07.048
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient preparation of multisubstituted benzimidazoles and quinoxalin-2(1H)-ones by Ugi 4CC/aza-Wittig sequence was developed. The 2-azidobenzenamines, obtained from C-H activation of aromatic amine precursors, reacted with aldehydes, acids, and isocyanides to produce Ugi products, which were transformed to the benzimidazoles or quinoxalin-2(1H)-ones in moderate to good yields in further reaction with triphenylphosphine. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5548 / 5557
页数：10
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