Mesoionic compounds. 43. Ring annulation utilizing the isomeric anhydro-2-and 3-hydroxythiazolo [2, 3-b] benzothiazolium hydroxide mesoionic systems
KT Potts, DR Choudhury
Index: Potts,K.T.; Choudhury,D.R. Journal of Organic Chemistry, 1978 , vol. 43, p. 2697 - 2700
Full Text: HTML
Citation Number: 32
Abstract
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- ...
Related Articles:
Carbenoid intermediates in the synthesis of mesoionic anhydro-4-hydroxythiazolium hydroxides
[Potts, Kevin T.; Murphy, Peter Journal of the Chemical Society, Chemical Communications, 1984 , # 20 p. 1348 - 1349]
Antitrichomonal activity of mesoionic thiazolo [3, 2-a] pyridines
[Walker, Keith A. M.; Sjogren, Eric B.; Matthews, Thomas R. Journal of Medicinal Chemistry, 1985 , vol. 28, # 11 p. 1673 - 1679]