Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 65, No. 7, 2005, pp.1553-1556
Published online, 28th April, 2005
DOI: 10.3987/COM-05-10396
■ Reaction of 3,3,5,5-Tetramethylthiolane-2,4-dithione with Benzyne: Novel Formation of Benzodithiole

Kentaro Okuma,* Taeko Tsubone, Toshiyuki Shigetomi, Kosei Shioji, and Yoshinobu Yokomori

*Department of Chemistry, Faculty of Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan

Abstract

Reaction of 3,3,5,5-tetramethylthiolane-2,4-thione with benzyne gave a new type of benzodithiole in 78% yield. Dithioester’s thiocarbonyl group initially attacked benzyne to afford the corresponding betaine, which finally rearranged to give benzodithiole. On the other hand, reaction of cyclic dithiolactone with benzyne recovered the starting dithiolactone in almost quantitatively.