Jump to main content
Jump to site search

Issue 9, 2009
Previous Article Next Article

Application of Nazarov cyclization to access [6-5-6] and [6-5-5]tricyclic core embedded new heterocycles: an easy entry to structures related to Taiwaniaquinoids

Author affiliations

Abstract

A concise and general route to synthesize a new class of [6-5-6] tricyclic core embedded polyheterocycles has been accomplished using diastereoselective Nazarov cyclization with an overall yield of 35–40%. Versatility of this synthetic route has also been demonstrated by accessing a variety of [6-5-5] tricyclic core incorporated polycycles. It was observed that the efficiency of cyclization depends upon the impact of polarization on the reacting systems. Amongst the various Lewis and Brønsted acids screened for cyclization, triflic acid was found to be the most effective catalyst.

Graphical abstract: Application of Nazarov cyclization to access [6-5-6] and [6-5-5]tricyclic core embedded new heterocycles: an easy entry to structures related to Taiwaniaquinoids

Back to tab navigation

Supplementary files

Publication details

The article was received on 26 Jan 2009, accepted on 03 Mar 2009 and first published on 27 Mar 2009


Article type: Paper
DOI: 10.1039/B901632E
Citation: Org. Biomol. Chem., 2009,7, 1858-1867
  •   Request permissions

    Application of Nazarov cyclization to access [6-5-6] and [6-5-5]tricyclic core embedded new heterocycles: an easy entry to structures related to Taiwaniaquinoids

    R. Singh, M. K. Parai and G. Panda, Org. Biomol. Chem., 2009, 7, 1858
    DOI: 10.1039/B901632E

Search articles by author

Spotlight

Advertisements