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The Journal of Organic Chemistry

Mesoionic compounds. 43. Ring annulation utilizing the isomeric anhydro-2-and 3-hydroxythiazolo [2, 3-b] benzothiazolium hydroxide mesoionic systems

KT Potts, DR Choudhury

文献索引:Potts,K.T.; Choudhury,D.R. Journal of Organic Chemistry, 1978 , vol. 43, p. 2697 - 2700

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被引用次数: 32

摘要

The isomeric anhydro-2-and 3-hydroxythiazolo [2, 3-b] benzothiazolium hydroxides are convenient substrates for annelation of a five-and six-membered ring to benzothiazole, yielding the pyrrolo [2, 1-b] benzothiazole and the 1H-pyrido [2, 1-b] benzothiazol-l-one ring systems, respectively. The former mesoionic ring system could only be trapped by acetylenic dipolarophiles in situ, whereas the latter was readily available from 2- ...