Issue 37, 2015

Copper catalyzed oxygen assisted C(CNOH)–C(alkyl) bond cleavage: a facile conversion of aryl/aralkyl/vinyl ketones to aromatic acids

Abstract

A novel copper-catalyzed aerobic oxidative C(NOH)–C(alkyl) bond cleavage reaction of aryl/aralkyl/vinyl ketones for the synthesis of aromatic/acrylic acids is described. A series of ketones having aryl/aralkyl/vinyl at the one end and methyl to any higher alkyl at the other end can be selectively cleaved and converted into the corresponding acids via oxime intermediates.

Graphical abstract: Copper catalyzed oxygen assisted C(CNOH)–C(alkyl) bond cleavage: a facile conversion of aryl/aralkyl/vinyl ketones to aromatic acids

Supplementary files

Article information

Article type
Paper
Submitted
28 Jul 2015
Accepted
04 Aug 2015
First published
04 Aug 2015

Org. Biomol. Chem., 2015,13, 9681-9685

Copper catalyzed oxygen assisted C(CNOH)–C(alkyl) bond cleavage: a facile conversion of aryl/aralkyl/vinyl ketones to aromatic acids

P. Sathyanarayana, O. Ravi, P. R. Muktapuram and S. R. Bathula, Org. Biomol. Chem., 2015, 13, 9681 DOI: 10.1039/C5OB01569C

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