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タイトルStudies on heterocyclic chemistry. part 21. Reaction of 3-mercapto-and 3-acylthio-3-isothiazoline-5-thiones : Ring transfomations, a baseinduced ring cleavage, and thiol-ester-thioxo-ester rearrangements
作成者Nishiwaki, Tarozaemon
Kawamura, Etsuko
Abe, Noritaka
Iori, Mitsuo
作成者ヨミニシカワ, タロウザエモン
カワムラ, エツコ
アベ, ノリタカ
イオリ, ミツオ
作成者別表記阿部, 憲孝
作成者所属山口大学大学院医学系研究科(理学)
内容記述(抄録等)Acylation of 4-aryl-3-mercapto-3-isothiazoline-5-thiones (1) with acid chloride in pyridine or alternatively with acid anhydride leads exclusively to 3-acylthio-4-aryl-3-isothiazoline-5-thiones (2). Reactions of (1) with reactive acetylenes afford 2-[aryl(thiocarbamoyl)methylene]-1,3-dithiole derivatives (3) whereas those of (2) with the acetylenes are accompanied by an S → N acyl migration giving N-benzoyl-[4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene]arylethanethioamides (4). ^<13>C N.m.r. spectra and some chemical reactions of (3) and (4) are described. The ring-cleavage of (1) with base and the thiol-easter-thioxo-easter rearrangements of (2) induced by diazoalkane, alkyl iodide, or triethyloxonium tetrafluoroborate are also reported.
本文言語eng
資料タイプtext
出版者Royal Society of Chemistry
NII資料タイプ学術雑誌論文
査読の有無査読あり
ISSN0300-922X
NCIDAA00695134
掲載誌名Journal of the Chemical Society. Perkin transactions 1 : organic and bio-organic chemistry
1980
開始ページ2693
終了ページ2699
発行日1980
DOIinfo:doi/10.1039/P19800002693
関連情報URL(IsPartOf)http://www.rsc.org/Publishing/Journals/P1/
著者版/出版社版その他
リポジトリID2008010173
地域区分山口大学
URIhttp://www.lib.yamaguchi-u.ac.jp/yunoca/handle/2008010173