Tetrahedron

Alkaline hydrolysis of N-bromoiminothianthrene derivatives

H Kawaguchi, A Nakajima, T Fujii, BJ Kim, J Hashimoto…

Index: Kawaguchi, Hiroyuki; Nakajima, Akitaka; Fujii, Takayoshi; Kim, Bung Ju; Hashimoto, Junko; Fujimoto, Akihiro; Yoshimura, Toshiaki; Morita, Hiroyuki Tetrahedron, 2006 , vol. 62, # 47 p. 10907 - 10913

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Citation Number: 3

Abstract

5-(N-Bromo) iminothianthrene (2) and 5-(N-bromo) iminothianthrene 10-oxide (5) and 10, 10- dioxide (8) were prepared and their alkaline hydrolyses were studied. The compound 2 and cis-5-(N-bromo) iminothianthrene 10-oxide (cis-5) afforded the corresponding sulfoximine exclusively. While, unexpectedly, both trans-5-(N-bromo) iminothianthrene 10-oxide (trans- 5) and 8 afforded mainly de-brominated products, trans-5-iminothianthrene 10-oxide ( ...