Mn(III)-promoted cyclization of substituted thioformanilides under microwave irradiation: a new reagent for 2-substituted benzothiazoles

被引:125
作者
Mu, XJ [1 ]
Zou, JP [1 ]
Zeng, RS [1 ]
Wu, JC [1 ]
机构
[1] Suzhou Univ, Coll Chem & Chem Engn, Key Lab Organ Synth Jiangsu Province, Suzhou 215006, Peoples R China
关键词
benzothiazole; manganese(III) triacetate; thioformanilide; microwave irradiation;
D O I
10.1016/j.tetlet.2005.04.090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Manganese triacetate is introduced as a new reagent to replace potassium ferricyanide or bromine for radical cyclization of substituted thioformanilides. 2-Substituted benzothiazoles are generated in 6 min under microwave irradiation. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4345 / 4347
页数:3
相关论文
共 28 条
[1]   ACTIVATED THIOCARBOXYLIC ESTERS .7. ARE ALPHA-OXOTHIOACYL CHLORIDES FORMED IN THE REACTION OF METHYL KETONES WITH THIONYL CHLORIDE [J].
ADIWIDJAJA, G ;
GUNTHER, H ;
VOSS, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1980, 19 (07) :563-564
[2]  
ADIWIDJAJA G, 1983, LIEBIGS ANN CHEM, P116
[3]  
[Anonymous], 1903, BER DTSCH CHEM GES
[4]  
ASIT KC, 2004, SYNLETT, P1533
[5]   Synthesis of new fluorescent 2-(2′,2"-bithienyl)-1,3-benzothiazoles [J].
Batista, RMF ;
Costa, SPG ;
Raposo, MMM .
TETRAHEDRON LETTERS, 2004, 45 (13) :2825-2828
[6]   Synthesis of 2-substituted-benzothiazoles by palladium-catalyzed intramolecular cyclization of o-bromophenylthioureas and o-bromophenylthioamides [J].
Benedí, C ;
Bravo, F ;
Uriz, P ;
Fernández, E ;
Claver, C ;
Castillón, S .
TETRAHEDRON LETTERS, 2003, 44 (32) :6073-6077
[7]   The development of the antitumour benzothiazole prodrug, Phortress, as a clinical candidate [J].
Bradshaw, TD ;
Westwell, AD .
CURRENT MEDICINAL CHEMISTRY, 2004, 11 (08) :1009-1021
[8]   OXIDATION REACTIONS OF MANGANESE(3) ACETATE .2. FORMATION OF GAMMA-LACTONES FROM OLEFINS AND ACETIC ACID [J].
BUSH, JB ;
FINKBEIN.H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (21) :5903-&
[9]   Liquid-phase synthesis of 2-substituted benzimidazoles, benzoxazoles and benzothiazoles [J].
Chen, CP ;
Chen, YJ .
TETRAHEDRON LETTERS, 2004, 45 (01) :113-115
[10]   The combinatorial synthesis of bicyclic privileged structures or privileged substructures [J].
Horton, DA ;
Bourne, GT ;
Smythe, ML .
CHEMICAL REVIEWS, 2003, 103 (03) :893-930