97759-69-8Relevant academic research and scientific papers
Silver halide photosensitive material and isothiazolidine-3-one derivative
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, (2008/06/13)
A silver halide photosensitive material contains a compound of the following general formula (I): wherein A1a represents a group selected from among CR1aR2a, NR1a, an oxygen atom and sulfur atom, A1b represents a group selected from among CR1bR2b, NR1b, an oxygen atom and sulfur atom, and each of R1a, R2a, R1b, R2b and R3 represents a hydrogen atom or a substituent, provided that, in the groups of CR1aR2a and CR1bR2b, R1aR2a and R1bR2b may represent a single divalent substituent, n represents an integer of 1 to 4, provided that, when n is 2 or more, a plurality of A1bs may be the same or different.
SYNTHESES OF β-LACTAMS BY RING CONTRACTION OF ISOTHIAZOLIDINONES
Easton, Christopher J.
, p. 153 - 158 (2007/10/02)
Several methods have been developed for the preparation of β-lactams from isothiazolidinones.Oxidation of 2-t-butyl-4,4-diphenyl- and 2,4,4-trimethyl-isothiazolidin-3-ones (4a) and (4b) with sulphuryl chloride afforded the 5-chloroisothiazolidinones (5a) and (5b), which were converted into 1-t-butyl-3,3-diphenyl- nd 1,3,3-trimethyl-4-phenylthioazetidin-2-ones (6a) and (6b) by treatment with phenyl-lithium.Alternatively, reaction of the isothiazolidinones (4a) and (4b) with phenyl-lithium gave N-t-butyl-2,2-diphenyl- and N,2,2-trimethyl-3-phenylthiopropionamides(12a) and (12b), which were transformed into the β-lactams (6a) and (6b) by halogenation at C-3, followed by treatment with potassium amide.These are examples of methods used to prepare β-lactams from isothiazolidinones.The verstility of these reactions and their relevance to penicilin biosynthesis is discussed.
