期刊
HETEROCYCLES
卷 80, 期 1, 页码 177-181出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-09-S(S)44
关键词
1,2,3-Triazole; Sulfonyl Group; Regioselective Reaction; Rearrangement; Base-Promoted Reaction
资金
- MEXT [21655033]
- Mitsubishi Chemical Corporation
- Sumitomo Foundation
- Astellas Award in Synthetic Organic Chemistry, Japan
- Global COE Program Integrated Materials Science [B-09]
1,2-Rearrangement of a sulfonyl group occurs on treatment of 1-sulfony1-1,2,3-triazoles with a catalytic amount of 4-dimethylaminopyridine (DMAP) in acetonitrile to give an equilibrium mixture of 1-sulfonyl- and 2-sulfonyl derivatives, with considerable predominance of the latter. Subsequent acidic treatment of the mixture caused selective hydrolysis of the 1-sulfonyl derivative, which led to the isolation of the 2-sulfony1-1,2,3-triazole in good total yield in a pure form.
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