Directed metalation of pyridinesulphonamides. Synthesis of pyridine‐fused isothiazoles and 1,2‐oxathioles
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Date
1992-02
Authors
Alo, B.I
Familoni, O.B.
Marsais, F.
Queguiner, G.
Journal Title
Journal ISSN
Volume Title
Publisher
Wiley
Abstract
4‐Lithio‐N‐t‐butylpyridine‐3‐sulphonamide reacted with benzophenone and carbon dioxide respectively to give the corresponding intermediates which on appropriate treatment gave isothiazolo[5,4‐c]pyridin‐3‐one 1,1‐dioxides. Metalation of 2‐ and 4‐(N,N‐dialkylaminosulphonyl)pyridines with lithium diisopropylamide (LDA) gave anions which reacted with benzophenone to give carbinols which thermally cyclised to 1,2‐oxathiolo[3,4‐b]pyridine and 1,2‐oxathiolo[4,3‐c]pyridine respectively.
Description
Staff Publication
Keywords
Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry::Organic synthesis , Benzophenone , Carbon dioxide , Carbinols
Citation
Alo, B. I., Familoni, O. B., Marsais, F., & Queguiner, G. (1992). Directed metalation of pyridinesulphonamides. Synthesis of pyridine‐fused isothiazoles and 1, 2‐oxathioles. Journal of heterocyclic chemistry, 29(1), 61-64.