Beckmann rearrangement of some benzophenone oximes having an ortho-N-substituted carboxamide or sulfonamide group leading to cyclization

H Watanabe, CL Mao, CR Hauser

Index: Watanabe,H. et al. Journal of Organic Chemistry, 1969 , vol. 34, # 6 p. 1786 - 1791

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Citation Number: 15

Abstract

Although diamide 5 was the expected rearrangement product, phthalanil (3) was not necessarily the anticipated rearrangement-cyclization product. Since the indicated rearrangement of oxime amide 4 (see Scheme 111) should form carbonium ion 7 or phosphorus chloride complex 8, direct cyclization to give ani1 9 seemed possible. That 9 was not produced as an intermediate and then converted into phthalanil (3) was shown by ...