A stable hemiacetal, 2,3-diphenyl-2H-1,4-benzoxazin-2-ol, was isolated as the main product from the reaction of benzil and o-aminophenol in THF. The structure of the product is confirmed by elemental analysis, common spectroscopic methods, and X-ray crystallographic analysis.
(a) WelshW.A., ReynoldsG.J., and HenryP.M., Inorg. Chem., 1977, 16, 2558; (b) Franco Sannicolo, J. Org. Chem., 1983, 48, 2924; (c) C.J. Keleverlaan, F. Hartl and D.J. Stufkens, J. Organomet. Chem., 1998, 561, 57; (d) S. Mecking, L.K. Johnson, L. Wang, and M. Brookhart, J. Amer. Chem. Soc., 1998, 120, 888, (e) A. Arquero, M. Canadas, M. Martinez-Ripoll, M.A. Mendiola, and A. Rodriguez, Tetrahedron, 1998, 54, 11271; (f) B. Billdstein, M. Malam, H. Kopacka, M. Fontani and P. Zanello, Inorg. Chim. Acta, 2000, 16, 300; (g) H.A. Zhong, J.A. Labinger and J.E. Bercaw, J. Amer. Chem. Soc., 2002, 124, 1378; (h) Y. Dong and K. Gai, J. Braz. Chem. Soc., 2006, 17, 135.
2.
GhoseB.N., J. Chem. Eng. Data, 1984, 29, 237.
3.
GhoseB.N., and UsmanA.D., An. Quim., 1988, 84, 275.
4.
SchmidpeterA., and WinmaierJ.H., Angew. Chem. Int. Ed., 1975, 14, 489.
5.
(a) SinghK., SinghR.V., and TandonJ.P., J. Prakt. Chem., 1989, 331, 525; (b) V.P. Singh, R.V. Singh and J.P. Tandon, J. Inorg. Biochem. 1990, 39, 237.
