Chemistry of Nitrosoimines. XI. Reactions of 3-Substituted 2-Nitrosoimino-2,3-dihydrobenzothiazoles with Benzyl and Allylic Grignard Reagents

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概要

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• 3-Substituted 2-nitrosoimino-2,3-dihydrobenzothiazoles (<B>1</B>) react with benzylmagnesium chloride to give 3-substituted 2,2-dibenzyl- (<B>2</B>), 2-<I>N</I>′-benzylidenehydrazono- (<B>3</B>) and 2-<I>N</I>′,<I>N</I>′-dibenzylhydrazono-2,3-dihydrobenzothiazoles (<B>4</B>). The main reaction (formation of <B>3</B> and <B>4</B>) occurrs on the nitroso group of <B>1</B>, which proceeds <I>via</I> 1,2-addition intermediate (<B>B</B>). Allylmagnesium bromide and cinnamylmagnesium chloride also react with 3-methyl derivative (<B>1a</B>) to afford 2-<I>N</I>′,<I>N</I>′-diallyl- and 2-<I>N</I>′-(1-phenyl-2-propenyl)hydrazono-3-methyl-2,3-dihydrobenzothiazoles, respectively.

• 公益社団法人 日本化学会の論文

著者

• Akiba Kin-ya

  Department Of Chemistry Faculty Of Science Hiroshima University

• Hisaoka Motoyuki

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Inamoto Naoki

  Department of Chemistry and Research Centre for Spectrochemistry, Faculty of Science, The University of Tokyo

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