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 23, No. 10, 1985, pp.2489-2492
Published online, 1st January, 1970
DOI: 10.3987/R-1985-10-2489
■ Water-induced Azomethiene Ylide Generation from N-(Silylmethyl)thioimidates, Synthetic Equivalents of Nonstabilized Nitrile Ylides

Otohiko Tsuge,* Shuji Kanemasa, Toshiaki Yamada, and Koyo Matsuda

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan

Abstract

N-(Silylmethyl)thioimidates undergo a water-induced desilylation generating azomethine ylide 1,3-dipoles which cycloadd to a variety of electron-deficient olefins providing 1- or 2-pyrrolines after the elimination of thiol, indicating that the thioimidates are synthetic equivalents of nonstabilized nitrile ylides.