The Journal of Organic Chemistry

Synthesis of 4-phenyl-1H-2, 3-benzoxazine. Convenient route to a rare class of compounds

IT Barnish, CR Hauser

Index: Barnish,I.T.; Hauser,C.R. Journal of Organic Chemistry, 1968 , vol. 33, # 4 p. 1372 - 1374

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Citation Number: 6

Abstract

4-Phenyl-lH-2, 3-benzoxazine, which is the first example of this type of compound having no substituent at the 1 position, w&s synthesized in four convenient steps from N, N- dimethylbenzylamine and beneonitrile. The final step, which involves cyclization of the lithio salt of a methiodide oxime, is presumably made possible by isomerization of the cis oxime salt to its trans isomer. The method should be applicable to ring-substituted N, N- ...