Regioselective Synthesis of Oxepin and Oxocin Annulated Quinoline Heterocycles by Ring-Closing Metathesis

Krishna   C.   Majumdar; Pradip      Debnath; Abu      Taher

doi:10.2174/157017808783955871

Abstract

Regioselective synthesis of oxepin and oxocin annulated quinoline heterocycles by the combination of Claisen rearrangement and ring-closing metathesis reaction is described. The ring-closing metathesis (RCM) and ring-closing enyne metathesis (RCEM) proceeded smoothly in the presence of Grubbs catalyst A or B in toluene under nitrogen atmosphere without deactivation of the basic quinoline nitrogen.

Keywords: Ring-closing metathesis, oxepine, oxocine, quinoline derivatives, Grubb's catalyst

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Letters in Organic Chemistry

Title: Regioselective Synthesis of Oxepin and Oxocin Annulated Quinoline Heterocycles by Ring-Closing Metathesis

Volume: 5 Issue: 3

Author(s): Krishna C. Majumdar, Pradip Debnath and Abu Taher

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Keywords: Ring-closing metathesis, oxepine, oxocine, quinoline derivatives, Grubb's catalyst

Abstract: Regioselective synthesis of oxepin and oxocin annulated quinoline heterocycles by the combination of Claisen rearrangement and ring-closing metathesis reaction is described. The ring-closing metathesis (RCM) and ring-closing enyne metathesis (RCEM) proceeded smoothly in the presence of Grubbs catalyst A or B in toluene under nitrogen atmosphere without deactivation of the basic quinoline nitrogen.

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Majumdar C. Krishna, Debnath Pradip and Taher Abu, Regioselective Synthesis of Oxepin and Oxocin Annulated Quinoline Heterocycles by Ring-Closing Metathesis, Letters in Organic Chemistry 2008; 5 (3) . https://dx.doi.org/10.2174/157017808783955871