Jump to main content
Jump to site search

Issue 39, 2013
Previous Article Next Article

Synthesis of substituted nitroolefins: a copper catalyzed nitrodecarboxylation of unsaturated carboxylic acids

Author affiliations

Abstract

A novel, mild and convenient method for the nitrodecarboxylation of substituted cinnamic acid derivatives to their nitroolefins is achieved using a catalytic amount of CuCl (10 mol%) and tert-butyl nitrite (2 equiv.) as a nitrating agent in the presence of air. This reaction provides a useful method for the synthesis of β,β-disubstituted nitroolefin derivatives, which are generally difficult to access from other conventional methods. Additionally, this reaction is selective as the E-isomer of the acid derivatives furnishes the corresponding E-nitroolefins. One more salient feature of the method is, unlike other methods, no metal nitrates or HNO3 are employed for the transformation.

Graphical abstract: Synthesis of substituted nitroolefins: a copper catalyzed nitrodecarboxylation of unsaturated carboxylic acids

Back to tab navigation

Supplementary files

Publication details

The article was received on 09 Jul 2013, accepted on 16 Aug 2013 and first published on 19 Aug 2013


Article type: Communication
DOI: 10.1039/C3OB41408F
Citation: Org. Biomol. Chem., 2013,11, 6713-6716
  •   Request permissions

    Synthesis of substituted nitroolefins: a copper catalyzed nitrodecarboxylation of unsaturated carboxylic acids

    B. V. Rokade and K. R. Prabhu, Org. Biomol. Chem., 2013, 11, 6713
    DOI: 10.1039/C3OB41408F

Search articles by author

Spotlight

Advertisements