The Journal of Organic Chemistry

The directed ortho lithiation of O-aryl carbamates. An anionic equivalent of the Fries rearrangement

MP Sibi, V Snieckus

Index: Sibi, Mukund P.; Snieckus, Victor Journal of Organic Chemistry, 1983 , vol. 48, # 11 p. 1935 - 1937

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Citation Number: 178

Abstract

Summary: Ortho-lithiated 0-aryl carbamates 3 constitute new synthetic intermediates which by treatment with a variety of electrophiles lead to ortho-substituted carba- mates 4 and by rearrangement provide salicylamides 6. ... Sir: Within the scope of the aromatic directed ortho metalation reaction,' a strategy which is enjoying increasing utility in organic synthesis, masked phenol metalation (1)2 ... (1) Gschwend, HW; Rodriguez, HR Org. React. (NY) 1979,26,1. (2) The formation ...