Tetrahedron

Studies on the Lossen-type rearrangement of N-(3-phenylpropionyloxy) phthalimide and N-tosyloxy derivatives with several nucleophiles

…, S Takagi, A Ogasawara, M Ohira, R Miyatake, H Abe…

Index: Chanmiya Sheikh; Takagi, Shunsuke; Ogasawara, Asako; Ohira, Masayuki; Miyatake, Ryuta; Abe, Hitoshi; Yoshimura, Toshiaki; Morita, Hiroyuki Tetrahedron, 2010 , vol. 66, # 12 p. 2132 - 2140

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Citation Number: 12

Abstract

The reaction of N-(3-phenylpropionyloxy) phthalimide (1a) and N-tosyloxy (5a, b) derivatives with nucleophiles was examined and found to give the products via Lossen-type rearrangement. In order to obtain the scope of this reaction mechanism, further studies the reaction of several N-sulfonyloxyimide derivatives with various nucleophiles under similar conditions were carried out and found to afford the corresponding same types of products ...