Issue 30, 2010

Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO

Abstract

A novel [5+1] type carbonylative cycloaddition reaction has been developed using a Rh complex as catalyst. This reaction can convert readily available 3-acyloxy-1,4-enynes and CO to a wide range of functionalized resorcinols in good yields. A mechanism involving Rh-catalyzed cyclocarbonylation of 3-acyloxy-1,4-enynes accompanied by a 1,2-acyloxy shift is proposed for the present [5+1] type cycloaddition reaction.

Graphical abstract: Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO

Supplementary files

Article information

Article type
Communication
Submitted
03 Apr 2010
Accepted
08 Jun 2010
First published
29 Jun 2010

Chem. Commun., 2010,46, 5470-5472

Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO

C. Brancour, T. Fukuyama, Y. Ohta, I. Ryu, A. Dhimane, L. Fensterbank and M. Malacria, Chem. Commun., 2010, 46, 5470 DOI: 10.1039/C0CC00747A

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