One-pot aqueous-phase synthesis of quinoxalines through oxidative cyclization of deoxybenzoins with 1,2-phenylenediamines catalyzed by a zwtterionic Cu(Ⅱ)/calix[4]arene complex  

作　　者：Jun Gao Zhi-Gang Ren Jian-Ping Lang 

机构地区：[1]College of Chemistry,Chemical Engineering and Materials Science,Soochow University [2]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences

出　　处：《Chinese Chemical Letters》2017年第5期1087-1092,共6页中国化学快报（英文版）

基　　金：the financial supports from the National Natural Science Foundation of China(Nos.21271134, 21373142,21531006 and 21671144);the State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry(No.2015kf-07);supports from the "333" Project of Jiangsu Province;the Priority Academic Program Development of Jiangsu Higher Education Institutions;the "SooChow Scholar" Program of Soochow University

摘　　要：A green protocol for the synthesis of quinoxalines has been developed from catalytic oxidative cyclization of deoxybenzoins with 1,2-phenylenediamines in water.The optimal conditions are involved in the use of a water-soluble mononuclear copper（Ⅱ） complex of a zwitterionic calix[4]arene[Cu（Ⅱ）LCH2O）]I2（1,H4L=[5,ll,17,23-tetrakis（trimethylammonium）-25,26,27,28-tetrahydroxycalix[4]arene]） as a catalyst in alkali solution after refluxing for 15 h in O2.The target quinoxaline and its derivatives were obtained in good yields（up to 88%）.The procedure described in this paper is simple,practical and environmentally benign.A green protocol for the synthesis of quinoxalines has been developed from catalytic oxidative cyclization of deoxybenzoins with 1,2-phenylenediamines in water.The optimal conditions are involved in the use of a water-soluble mononuclear copper（Ⅱ） complex of a zwitterionic calix[4]arene[Cu（Ⅱ）LCH2O）]I2（1,H4L=[5,ll,17,23-tetrakis（trimethylammonium）-25,26,27,28-tetrahydroxycalix[4]arene]） as a catalyst in alkali solution after refluxing for 15 h in O2.The target quinoxaline and its derivatives were obtained in good yields（up to 88%）.The procedure described in this paper is simple,practical and environmentally benign.

关 键 词：Aqueous-phase synthesis Quinoxaline arene Cu catalyst Oxidative cyclization 

分 类 号：O626[理学—有机化学]