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MDPI, Molbank, 1(2017), p. M927, 2017

DOI: 10.3390/m927

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(Z)-4-(Carbomethoxymethylene)-2-(4-fluorophenyl)-4H-benzo[d][1,3]oxazine

Journal article published in 2017 by Francesco Pancrazzi, Elena Motti, Mirco Costa, Raffaella Mancuso, Bartolo Gabriele ORCID, Nicola Della Ca’
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The title compound, (Z)-4-(carbomethoxymethylene)-2-(4-fluorophenyl)-4H-benzo[d][1,3]oxazine, was synthesized in 68% isolated yield by palladium-catalyzed oxidative cyclization-methoxycarbonylation of 4-fluoro-N-(2-((trimethylsilyl)ethynyl)phenyl)benzamide. This new heterocyclic derivative was fully characterized by IR, 1H-NMR, 13C-NMR spectroscopies, MS spectrometry, and elemental analysis. The Z configuration around the double bond was unequivocally established by 2D NOESY experiments.