Reactions of Diphenylphosphinothioyl Isothiocyanate and Related Compounds with Some Nucleophiles and Carbodiimides

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概要

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• Diphenylphosphinothioyl isothiocyanate (<B>1</B>) reacted with alcohols, water and diphenylphosphinothioic acid to give the esters and anhydride of diphenylphosphinothioic acid by substitution reaction on the phosphorus atom, but reacted with amines by addition to the isothiocyanate group to afford diphenylphosphinothioylthioureas or their ammonium salts. Diphenylphosphine and <I>p</I>-toluenethiol, however, did not react with <B>1</B>. On the contrary, diphenylphosphinothioyl isocyanate underwent only addition reaction with water, amine and thiol. Isothiocyanate (<B>1</B>) and <I>p</I>-toluenesulfonyl isothiocyanate were found to undergo 1,2-cycloaddition reaction with carbodiimides across the C=S bond to produce 1,3-thiazetidine derivatives.

• 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

• Inamoto Naoki

  Department Of Chemistry Graduate School Of Science The University Of Tokyo

• Ojima Iwao

  Department Of Chemistry State University Of New York At Stony Brook

• Ojima Iwao

  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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