Issue 7, 2014

Ozonation of methylenecyclopropanes

Abstract

Ozonation of methylenecyclopropanes bearing gem-disubstituted electron-withdrawing groups (EWG) gave ring-opened oxidative products in moderate to good yields. For MCPs in which EWGs are two methoxycarbonyl groups, the ozonation gave oxidative cyclization products in methanol at −78 °C in the presence of CuCl; for MCPs in which EWGs are one methoxycarbonyl and one trifluoromethyl group, the ozonation produced α-diketones in ethyl acetate (EA) at −78 °C.

Graphical abstract: Ozonation of methylenecyclopropanes

Supplementary files

Article information

Article type
Research Article
Submitted
30 May 2014
Accepted
23 Jun 2014
First published
23 Jun 2014

Org. Chem. Front., 2014,1, 770-773

Author version available

Ozonation of methylenecyclopropanes

R. Sang, X. Tang and M. Shi, Org. Chem. Front., 2014, 1, 770 DOI: 10.1039/C4QO00160E

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.

Social activity

Spotlight

Advertisements