フラン誘導体の合成化学的研究(第42報) : フラン系イソシアナート類およびチオイソシアナート類とWittig試薬との反応

概要

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The Wittig reagent (Ph_3P=C-R^1-R^2) was reacted with 5-nitro-2-furyl isocyanate with R^2=H and R^1=CN, COOC_2H_5,COC_6H_4Br(p), COC_6H_5,COCH_3,reacted with 2-(5-nitro-2-furyl)vinyl isocyanate with R^2=H and R^1=CN, COOC_2H_5,reacted with 2-furyl isocyanate with R^3=H and R^1=CN, COOC_2H_5,COC_6H_5Br(p), COC_6H_5,COCH_3,and 12 kinds of corresponding carbamoylmethylenetriphenylphosphoranes were newly synthesized. From the IR and NMR spectral measurements of these products, compounds obtained from these reactions with the exception of those reacted with the Wittig reagent with R^1=CN, all had a strong tendency to form intramolecular hydrogen bonding. 2-Furoyl thioisocyanate was also reacted with the Wittig reagent, with R^2=H and R^1=CN and COOC_2H_5,and two kinds of corresponding thiocarbamoylmethylene triphenylphosphoranes were synthesized. Of these products, those obtained from reaction with the Wittig reagent with R^1=COOC_2H_5 showed a marked formation of intramolecular hydrogen bonding.
公益社団法人日本薬学会の論文
1969-10-25