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.

(Z)-4-(Carbomethoxymethylene)-2-(4-fluorophenyl)-4h-benzo[d][1,3]oxazine / Pancrazzi, Francesco; Motti, Elena; Costa, Mirco; Mancuso, Raffaella; Gabriele, Bartolo; DELLA CA', Nicola. - In: MOLBANK. - ISSN 1422-8599. - 2017:1(2017), p. M927. [10.3390/M927]

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

MOTTI, Elena;COSTA, Mirco;DELLA CA', Nicola
2017-01-01

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.
2017
(Z)-4-(Carbomethoxymethylene)-2-(4-fluorophenyl)-4h-benzo[d][1,3]oxazine / Pancrazzi, Francesco; Motti, Elena; Costa, Mirco; Mancuso, Raffaella; Gabriele, Bartolo; DELLA CA', Nicola. - In: MOLBANK. - ISSN 1422-8599. - 2017:1(2017), p. M927. [10.3390/M927]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2822925
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