Issue 23, 1996
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Domino syntheses of five-, six- and seven-membered O-, N- and S-heterocycles from α-, β- and γ-substituted carboxylic esters

J. Löffler  and  R. Schobert  

Abstract

By a one-pot procedure, tetronic acids, tetronates, coumarins, benzoxepinones and their N- and S-analogues are readily accessible from keteneylidene(triphenyl)phosphorane 2 and carboxylic esters bearing OH, NHR or SH groups in an α-, β- or γ-position by an addition/Wittig olefination/(Claisen rearrangement) sequence. This cascade can be controlled by temperature variation. Extension of this procedure by a further addition step yielding annulated bisheterocycles such as the furoquinolone 28 is possible in some cases.

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Article information

DOI
https://doi.org/10.1039/P19960002799
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 2799-2802

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Domino syntheses of five-, six- and seven-membered O-, N- and S-heterocycles from α-, β- and γ-substituted carboxylic esters

J. Löffler and R. Schobert, J. Chem. Soc., Perkin Trans. 1, 1996, 2799 DOI: 10.1039/P19960002799

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