title: Synthesis and reaction of alpha-dithiolactone.
abstract: Treatment of di-tert-butylthioketene S-oxide (5 a) with Lawesson reagent at room temperature resulted in the formation of 3,3-di-tert-butylthiirane-2-thione (4 a) in high yield. The oxidation of 4 a with mCPBA (mCPBA=m-chloroperbenzioc acid) gave 3,3-di-tert-butylthiirane-2-thione S-oxide (6) almost quantitatively. The reactions of 4 a with dimethyl acetylenedicarboxylate (DMAD) and benzyne afforded dimethyl 2-(2,2,4,4-tetramethylpentan-3-ylidene)-1,3-dithiole-4,5-dicarboxylate (13) and 2-(2,2,4,4-tetramethylpentan-3-ylidene)benzo[d][1,3]dithiole (15), respectively, in high yields, suggesting that 4 a is an excellent 1,3-dipole. The reaction of 4 a with ethylenebis(triphenylphosphine)platinum (16) gave dithiolato-platinum complex (22) in high yield. The structure of 22 was determined by X-ray crystallographic analysis.
authors.affiliation: Department of Chemistry, Faculty of Science Fukuoka University, Jonan-ku, Fukuoka 814-0180, Japan.
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Shigetomi
authors.forename: Hiroe
authors.initials: H
authors.lastname: Soejima
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Nibu
authors.forename: Kosei
authors.initials: K
authors.lastname: Shioji
authors.forename: Kentaro
authors.initials: K
authors.lastname: Okuma
authors.forename: Yoshinobu
authors.initials: Y
authors.lastname: Yokomori