Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 2, 2014
Previous Article Next Article

Indium(III) triflate-catalysed [4 + 2] benzannulation reactions of o-alkynylbenzaldehydes with enolisable carbonyl compounds: selective synthesis of naphthyl ketones

Author affiliations

Abstract

Indium(III) triflate is found to be an effective catalyst for the benzannulation reactions of o-alkynylbenzaldehydes with enolisable aldehydes, ketones, 1,3-diketones and β-keto esters. The reactions produce naphthyl ketones through ring opening of adducts arising from the inverse electron demand Diels–Alder reactions between in situ generated isochromenylium cations and enols. The main feature of the method is selective formation of naphthyl ketones in a highly regioselective manner without any decarbonylation.

Graphical abstract: Indium(iii) triflate-catalysed [4 + 2] benzannulation reactions of o-alkynylbenzaldehydes with enolisable carbonyl compounds: selective synthesis of naphthyl ketones

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 12 Jul 2013, accepted on 03 Oct 2013 and first published on 03 Oct 2013


Article type: Paper
DOI: 10.1039/C3OB41439F
Citation: Org. Biomol. Chem., 2014,12, 269-277
  •   Request permissions

    Indium(III) triflate-catalysed [4 + 2] benzannulation reactions of o-alkynylbenzaldehydes with enolisable carbonyl compounds: selective synthesis of naphthyl ketones

    K. Sakthivel and K. Srinivasan, Org. Biomol. Chem., 2014, 12, 269
    DOI: 10.1039/C3OB41439F

Search articles by author