Jump to main content
Jump to site search

Issue 18, 2018
Previous Article Next Article

Peroxy mediated Csp2–Csp3 dehydrogenative coupling: regioselective functionalization of coumarins and coumarin-3-carboxylic acids

Author affiliations

Abstract

A regioselective direct alkylation of coumarins at C-3 via cross-dehydrogenative coupling of unactivated Csp2–Csp3 bonds is developed. This protocol employs tert-butyl hydroperoxide as the sole reagent of the reaction to combine coumarins and ethers in reasonable yields under metal- and solvent-free reaction conditions. This protocol also worked well with coumarin-3-carboxylic acids to unveil a rare instance of a catalyst-free tandem alkylation/decarboxylation reaction with conservation of the double bond.

Graphical abstract: Peroxy mediated Csp2–Csp3 dehydrogenative coupling: regioselective functionalization of coumarins and coumarin-3-carboxylic acids

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Nov 2017, accepted on 06 Apr 2018 and first published on 07 Apr 2018


Article type: Paper
DOI: 10.1039/C7OB02771K
Citation: Org. Biomol. Chem., 2018,16, 3396-3401
  •   Request permissions

    Peroxy mediated Csp2–Csp3 dehydrogenative coupling: regioselective functionalization of coumarins and coumarin-3-carboxylic acids

    F. Jafarpour and M. Darvishmolla, Org. Biomol. Chem., 2018, 16, 3396
    DOI: 10.1039/C7OB02771K

Search articles by author

Spotlight

Advertisements