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Synthesis and reactivity of 1,2,4‐oxathiazolidin‐3‐imines
Author(s) -
L'abbé Gerrit,
Buelens Karin
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270727
Subject(s) - chemistry , cycloaddition , reactivity (psychology) , acetone , thermolabile , derivative (finance) , nuclear magnetic resonance spectroscopy , organic chemistry , medicinal chemistry , computational chemistry , catalysis , medicine , alternative medicine , pathology , financial economics , economics , enzyme
Thiatriazoline 4a decomposes in acetone and yields a thermolabile crystalline material, identified as the 1,2,4‐oxathiazole derivative 6a on the basis of ir, 1 H and 13 C nmr spectroscopy. It degrades to 7a in the crystalline state as well as in solution. Cycloaddition‐elimination reactions of 6a with isothiocyanates proceed rapidly and furnish the same products as previously obtained from 4a . Some other reactions of 4 with carbonyl compounds were briefly investigated and provide evidence for the formation of unstable 1,2,4‐oxathiazolidines.