Issue 0, 1971
From the journal:

Journal of the Chemical Society C: Organic

The chemistry of cyano-acetylenes. Part VIII. Claisen, amino-Claisen, and thio-Claisen rearrangements in the reactions of cyano-acetylenes with allyl alcohol, prop-2-ynol, allyl amines, and prop-2-enethiol

Tadashi Sasaki,   Atsuyuki Kojima  and  Masafumi Ohta  

Abstract

The Claisen rearrangement was observed in the reaction of (diethylamino) propiolonitrile with allyl alcohol in the presence of boron trifluoride etherate at room temperature. No amino-Claisen rearrangement occurred in the reactions of propiolonitrile, chloropropiolonitrile, or (diethylamino) propiolonitrile with allylamine or diallylamine.

The thio-Claisen rearrangement occurred in the reactions of chloropropiolonitrile and (diethylamino)propiolonitrile with prop-2-enethiol at room temperature. Some mechanisms are discussed.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/J39710000196
Article type
Paper

J. Chem. Soc. C, 1971, 196-200

Permissions

Request permissions

The chemistry of cyano-acetylenes. Part VIII. Claisen, amino-Claisen, and thio-Claisen rearrangements in the reactions of cyano-acetylenes with allyl alcohol, prop-2-ynol, allyl amines, and prop-2-enethiol

T. Sasaki, A. Kojima and M. Ohta, J. Chem. Soc. C, 1971, 196 DOI: 10.1039/J39710000196

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements