Jump to main content
Jump to site search


Silver triflate/p-TSA co-catalysed synthesis of 3-substituted isocoumarins from 2-alkynylbenzoates

Author affiliations

Abstract

In this paper, we describe the silver triflate/p-toluenesulfonic acid co-catalysed synthesis of seventeen isocoumarins and two thieno[2,3-c]pyran-7-ones starting from 2-alkynylbenzoates and 3-alkynylthiophene-2-carboxylates, respectively. The reaction proceeds with absolute regioselectivity under mild reaction conditions and low catalyst loading, to afford the desired products in good to excellent yields. A conceivable reaction mechanism is proposed and supported by isotope-exchange tests, 1H NMR studies and ad hoc experiments.

Graphical abstract: Silver triflate/p-TSA co-catalysed synthesis of 3-substituted isocoumarins from 2-alkynylbenzoates

Back to tab navigation

Supplementary files

Publication details

The article was received on 19 Feb 2018, accepted on 24 Mar 2018 and first published on 26 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00436F
Citation: Org. Biomol. Chem., 2018, Advance Article
  •   Request permissions

    Silver triflate/p-TSA co-catalysed synthesis of 3-substituted isocoumarins from 2-alkynylbenzoates

    J. Gianni, V. Pirovano and G. Abbiati, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB00436F

Search articles by author

Spotlight

Advertisements