Reductive sulfur extrusion reaction of 2,1,3-benzothiadiazole compounds:: a new methodology using NaBH4/CoCl2•6H2O(cat) as the reducing system

被引:67
作者
Neto, BAD [1 ]
Lopes, AS [1 ]
Wüst, M [1 ]
Costa, VEU [1 ]
Ebeling, G [1 ]
Dupont, J [1 ]
机构
[1] Univ Fed Rio Grande do Sul, Dept Quim Organ, Lab Mol Catalysis, Inst Quim, BR-91501970 Porto Alegre, RS, Brazil
关键词
sulfur extrusion; benzothiadiazole;
D O I
10.1016/j.tetlet.2005.08.017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new simple and efficient methodology for reductive sulfur extrusion from 2,1,3-benzothiadiazole compounds has been developed using NaBH4 in the presence of catalytic amounts of ClCl2-6H(2)O (1 mol %). This method is an efficient alternative for the generation of various 1,4-disubstituted-2,3-diaminobenzene derivatives from 4,7-disubstituted-2,1,3-benzothiadiazoles. The diamines can be easily converted into 4,7-disubstitttted-quinoxaline compounds by simple reaction with glyoxal-sodium bisulfite. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6843 / 6846
页数:4
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