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 6, No. 11, 1977, pp.1781-1788
Published online, 1st January, 1970
DOI: 10.3987/R-1977-11-1781
Rections of 1-Methylthiabenzene 1-Oxides and 1-Methyl-2-azathiabenzene 1-Oxides with Acetylenedicarboxylate

Motsuaki Watanabe, Kouji Matsuno, Toshio Kinoshita, and Sunao Furukawa*

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

1-Methylthiabenzene 1-oxide (3a) and 1-methyl-2-azathiabenzene 1-oxide (3b) were synthesized by the reaction of dimethyloxosulfonium methylide and dimethylsulfoximine with ketenethioacetal (2) in the presence of base catalyst. 1-Methylthiabenzene 1-oxides (5a, 5b) and 1-methyl-2-azathiabenzene 1-oxides (5c, 5d) were treated with acetylenedicarboxylate (6) for comparison of chemical reactivities. Biscycloheptatriene derivative (7), 1,3-addition product, was obtained from the former and phthalate derivatives (10a, 10b), 1,4-addition products, from the later as major products.