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Abe Noritaka

Affiliate Master Yamaguchi University

Studies on heterocyclic chemistry. Part 24. Syntheses of the 4-arylisothiazol-3-yl O-thioesters utilising the S-thioester → O-thioester rearrangements of the 4-aryl-5-thioxo-3-isothiazolin-3-yl S-Thioesters induced by acylation reagents, peracid, or N-Bromosuccinimide

Journal of the Chemical Society. Perkin transactions 1 : organic and bio-organic chemistry Page 1401-1406
published_at 1981
Title
Studies on heterocyclic chemistry. Part 24. Syntheses of the 4-arylisothiazol-3-yl O-thioesters utilising the S-thioester → O-thioester rearrangements of the 4-aryl-5-thioxo-3-isothiazolin-3-yl S-Thioesters induced by acylation reagents, peracid, or N-Bromosuccinimide
Creators Nishiwaki Tarozaemon
Creators Kawamura Etsuko
Creators Abe Noritaka
Creators Iori Mitsuo
A number of 4-arylisothiazol-3-yl O-thioesters have been prepared utilising the S-thioester O-thioester rearrangements of the 4-aryl-5-thioxo-3-isothiazolin-3-yl S-thioesters (1). Reactions of the isothiazolines with acylation reagents (e.g. acyl chloride or acid anhydride) in the presence of boron trifluoride afforded the 5-acylthio-4-arylisothiazol-3-yl O-thioesters (2), which were also prepared by the reactions of the thallium(I) 4-aryl-5-sulphidoisothiazol-3-yl O-thioesters (3) with acyl chloride. Reactions of the isothiazolines with m-chloroperbenzoic acid gave the 5,5-dithiobis(4-arylisothiazol-3-yl O-thioesters)(5) and the 4-arylisothiazol-3-yl O-thioesters (6). The disulphides (5) were also accessible by the reaction of the isothiazolines with N-bromosuccinimide.
Languages eng
Resource Type journal article
Publishers Royal Society of Chemistry
Date Issued 1981
File Version Not Applicable (or Unknown)
Access Rights metadata only access
Relations
[ISSN]0300-922X
[NCID]AA00695134
[isVersionOf] [URI]http://www.rsc.org/Publishing/Journals/P1/
Schools 大学院医学系研究科(理学)