Issue 0, 1987

Preparation of 1-nitro-1,3-dienes via nitrotrifluoroacetoxylation of 1,3-dienes

Abstract

1,3-Dienes react with trifluoroacetyl nitrate, generated in situ by reaction of ammonium nitrate with trifluoroacetic anhydride, to give mixtures of 1,2- and 1,4-nitrotrifluoroacetates. Subsequent reaction of these mixtures with a base, e.g. potassium acetate or sodium hydride, affords 1-nitro-1,3-dienes in good yield. Examples of the hydrolysis of the nitrotrifluoroacetates to afford 1,2- and 1,4-nitro alcohols, and of nucleophilic additions to the 1-nitro-1,3-dienes, are given.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 2737-2741

Preparation of 1-nitro-1,3-dienes via nitrotrifluoroacetoxylation of 1,3-dienes

A. J. Bloom and J. M. Mellor, J. Chem. Soc., Perkin Trans. 1, 1987, 2737 DOI: 10.1039/P19870002737

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