First example of ring expansion of activated quinolines and isoquinolines: novel benzoazepines

Yadav, J. S. ; Subba Reddy, B. V. ; Gupta, Manoj Kumar ; Prabhakar, A. ; Jagadeesh, B. (2004) First example of ring expansion of activated quinolines and isoquinolines: novel benzoazepines Chemical Communications (18). pp. 2124-2125. ISSN 1359-7345

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2004...

Related URL: http://dx.doi.org/10.1039/B405100A

Abstract

Activated quinoline and isoquinoline undergo unexpected ring expansion by diazocarbonyl compounds via C-C insertion in the presence of 5 mol% of copper triflate to produce ethyl 1H-benzo[b]azepine-1-carboxylate and ethyl 3H-benzo[d]azepine-3-carboxylate, respectively, in excellent yields with a high degree of selectivity.

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