Synthesis of 4H‐3,3a‐dihydrothiazolo[4,3‐b]quinazolines

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Date
1987-01
Authors
Adegoke, E.A.
Alo, B.I.
Familoni, O.B.
Journal Title
Journal ISSN
Volume Title
Publisher
Journal of Heterocyclic Chemistry
Abstract
Regiospecific synthesis of 4H‐3,3a‐dihydrothiazolo[4,3‐b]quinazolines and 7‐methyl‐4H‐3,3a‐dihydrothiazolo[4,3‐b]quinazolines IVa and IVb is described. The N‐substituted thiazolidinecarboxylic acids Ia and Ib were converted to the corresponding acid chlorides, IIa and IIb but neither reacted with silver trifluoromethanesulphonate. The carboxylic acids Ic and Id were however, decarboxylated to the corresponding iminium ions using phosphorus oxychloride and these afforded the nitroamines IIIa and IIIb. Reductive cyclisation led to the quinazolines IVa and IVb.
Description
Keywords
Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry , synthesis , reductive cyclisation , 4H‐3,3a‐dihydrothiazolo[4,3‐b]quinazolines , iminium ions
Citation
Adegoke, E. A., Alo, B. I., & Familoni, O. B. (1987). Synthesis of 4H‐3, 3a‐dihydrothiazolo [4, 3‐b] quinazolines. Journal of heterocyclic chemistry, 24(1), 107-110.