Synthesis 2014; 46(24): 3331-3340
DOI: 10.1055/s-0034-1379141
paper
© Georg Thieme Verlag Stuttgart · New York

A New Route to Pyranocoumarins and Their Benzannulated Derivatives

Shital K. Chattopadhyay*
Department of Chemistry, University of Kalyani, Kalyani-741235, West Bengal, India   Fax: +91(33)25828282   Email: skchatto@yahoo.com
,
Poulomi Mondal
Department of Chemistry, University of Kalyani, Kalyani-741235, West Bengal, India   Fax: +91(33)25828282   Email: skchatto@yahoo.com
,
Debalina Ghosh
Department of Chemistry, University of Kalyani, Kalyani-741235, West Bengal, India   Fax: +91(33)25828282   Email: skchatto@yahoo.com
› Author Affiliations
Further Information

Publication History

Received: 29 June 2014

Accepted after revision: 20 August 2014

Publication Date:
15 September 2014 (online)


Abstract

A new protocol based on sequential applications of three atom-economic processes viz. Claisen rearrangement, olefin isomerisation, and ring-closing diene metathesis has been developed to access a range of linear and angularly fused pyranocoumarin derivatives. Incorporation of enyne (in place of diene) metathesis and Diels–Alder reaction in the sequence has allowed the corresponding benzannulated derivatives to be prepared in good yields.

Supporting Information