1,4-oxazine.

The fundamental heterocyclic compound 1,4-oxazine has been generated using FVP. It is the first parent heterocycle among all the possible isomeric oxazines, thiazines and their heavier atom analogues to be characterised spectroscopically, and is shown to exist in solution entirely as the 4H-isomer. X-ray structure determination of the N-Boc precursor shows significant deviations from theoretically predicted geometric parameters.

[1]  L. Brandsma,et al.  Chemistry of acetylenic ethers 102: Reaction of di(1‐alkynyl) sulfides with sodium sulfide, selenide and telluride. Formation of 1,4‐dithiins, 1,4‐thiaselenins and 1,4‐thiatellurins , 2010 .

[2]  J. Kalinowska‐Tłuścik,et al.  Nucleophilic addition onto methyl-4H-1,4-oxazine-3-carboxylate moiety: short access to 1,4-diazine privileged substructures. , 2009, Journal of Organic Chemistry.

[3]  I. Gillaizeau,et al.  Easy access to new heterocyclic systems: 1,4-oxazine and substituted 1,4-oxazines. , 2007, The Journal of organic chemistry.

[4]  Bernd Engels,et al.  Computational assessment of the electronic structures of cyclohexa-1,2,4-triene, 1-oxacyclohexa-2,3,5-triene (3delta(2)-pyran), their benzo derivatives, and cyclohexa-1,2-diene. An experimental approach to 3delta(2)-pyran. , 2002, Journal of the American Chemical Society.

[5]  R. Aitken,et al.  Synthesis and Pyrolysis of Tetrahydro-1,4-oxazine-3,5-diones and Tetrahydro-1,4-thiazine-3,5-diones , 2001 .

[6]  G. Coudert,et al.  Synthesis of 3-Substituted and 2,3-Disubstituted-4 H -1,4-Benzoxazines , 2000 .

[7]  O. Shishkin,et al.  Conformational flexibility of antiaromatic 1,4 heterocyclic analogues of 1,4-cyclohexadiene , 1998 .

[8]  D. Hunkler,et al.  4H‐1,4‐Oxazocine, a Planar, Diatropic 10π‐Dihetero[8]annulene? , 1984 .

[9]  Kathleen R. Cho,et al.  Transamidation reactions using β-lactams. The synthesis of homaline , 1982 .

[10]  P. Budzelaar,et al.  Specific and selective reduction of aromatic nitrogen heterocycles with the bis-pyridine complexes of bis(1,4-dihydro-1-pyridyl)zinc and bis(1,4-dihydro-1-pyridyl)magnesium , 1981 .

[11]  E. Vogel,et al.  1H‐Azepine: NMR Spectroscopic and Chemical Characterization , 1980 .

[12]  L. Brandsma,et al.  A simple synthesis of the new heterocyclic compounds 1,4-oxathiin and 3,5-dimethyl-1,4-oxathiin , 1980 .

[13]  W. Kropp,et al.  Synthese und Reaktivität von 2- und 3-hydroxylierten Dihydro-1,4-Benzoxazinen , 1979 .

[14]  J. Correia Synthesis of 2,4,6-triphenyl-1,4-oxazine , 1973 .

[15]  G. Märkl,et al.  2,6-Diphenyl-1-aza-4-phosphabenzene , 1972 .

[16]  N. Trinajstic Eight pi-electron ring systems , 1971 .

[17]  W. Parham,et al.  Notes: Heterocyclic Vinyl Ethers. XV. The Thermal Stability of 1,4-Dithiadiene and Its Reaction with Chlorine , 1959 .

[18]  H. Wynberg,et al.  Heterocyclic Vinyl Ethers. III. The Synthesis of 1,4-Dithiadiene and 1,4-Dithiadiene Disulfone1-3 , 1953 .

[19]  Charles Barkenbus,et al.  The Preparation of 1,4-Thiazine , 1948 .

[20]  R. Aitken,et al.  Effect of ring strain on the formation and pyrolysis of some Diels–Alder adducts of 2-sulfolene (2,3-dihydrothiophene 1,1-dioxide) and maleic anhydride with 1,3-dienes and products derived therefrom , 1994 .

[21]  M. Cava,et al.  Photocyclization strategy for the synthesis of antitumor agent CC-1065: synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogs of dideoxy PDE-I and PDE-II , 1987 .

[22]  M. Cava,et al.  Thermolytic removal of t-butyloxycarbonyl (BOC) protecting group on indoles and pyrroles , 1985 .

[23]  H. Wasserman,et al.  The use of β-lactams in the synthesis of spermine and spermidine alkaloids : Total synthesis of homaline , 1983 .

[24]  F. Kees,et al.  3-Hydroxy-phosphabenzol - ein “phosphaphenol”? , 1977 .

[25]  G. Prota,et al.  New benzoxazine and benzothiazine dyes , 1976 .