A Very Short and Efficient Palladium-Catalyzed Access to the 3,4-Dihydro- 2H-1,4-Benzoxazine Structure

Denis      Sinou; Boguslaw      Kryczka; Paul      Lhoste; Norbert      Dominczak

doi:10.2174/157017806776611935

Abstract

Palladium(0)-catalyzed annulation of N-substituted-2-aminophenols with propargylic methyl carbonates afforded the corresponding 3,4-dihydro-2-alkylidene- and 3,4-dihydro-3-alkylidene-2H-benzo[b] [1,4]oxazines; a judicious choice of the substituent at nitrogen allowed the preparation of one of the regioisomers.

Keywords: annulation, palladium, 3,4-dihydro-benzoxazine

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Letters in Organic Chemistry

Title: A Very Short and Efficient Palladium-Catalyzed Access to the 3,4-Dihydro- 2H-1,4-Benzoxazine Structure

Volume: 3 Issue: 5

Author(s): Denis Sinou, Boguslaw Kryczka, Paul Lhoste and Norbert Dominczak

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Keywords: annulation, palladium, 3,4-dihydro-benzoxazine

Abstract: Palladium(0)-catalyzed annulation of N-substituted-2-aminophenols with propargylic methyl carbonates afforded the corresponding 3,4-dihydro-2-alkylidene- and 3,4-dihydro-3-alkylidene-2H-benzo[b] [1,4]oxazines; a judicious choice of the substituent at nitrogen allowed the preparation of one of the regioisomers.

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Sinou Denis, Kryczka Boguslaw, Lhoste Paul and Dominczak Norbert, A Very Short and Efficient Palladium-Catalyzed Access to the 3,4-Dihydro- 2H-1,4-Benzoxazine Structure, Letters in Organic Chemistry 2006; 3 (5) . https://dx.doi.org/10.2174/157017806776611935