Mesoionic compounds. 39. Synthesis of some functionally substituted five-membered systems using 1, 2-bielectrophiles as cyclization agents

KT Potts, SJ Chen, J Kane…

Index: Potts,K.T. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 1633 - 1638

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Citation Number: 47

Abstract

a-Bromoacyl chlorides, functioning as 1, 2-bielectrophiles, undergo ready reaction in the presence of Et3N with several monoprotonic 1, d-binucleophiles to provide an especially convenient synthesis of some five-membered mesoionic ring systems containing diverse functional substituents. The anhydro-4-hydroxythiazolium hydroxide system results from N- monosubstituted thioamide derivatives, the anhydro-4-hydroxy-l, 3-dithiolium hydroxide ...