ニトロフラン誘導体の研究(第38報) : 安定なホスフォランとスルフォニルクロライドとの反応
1968 年 88 巻 8 号 p. 1039-1043
詳細
1968 年 88 巻 8 号 p. 1039-1043
The so-called 'trans-ylidation' was carried out using ethoxycarbonylmethylenetriphenylphosphorane (I) as the phosphorane, and p-toluenesulfonyl chloride (IIa), benzenesulfonyl chloride (IIb), p-chlorobenzenesu1fonyl chloride (IIc), and p-acetamidobenzenesulfonyl chloride (IId) as the halogenides, in dry benzene at room temperature. In this case, the corresponding sulfones (IIIa-d) were not obtained and the corresponding compounds formed by the reduction (deoxygenation) of the sulfones were obtained in the form of α-(p-tolylthio)-(Xa), α-phenylthio (Xb), α-(p-chlorophenylthio)-(Xc), and α-(p-acetamidophenylthio)ethoxycarbonylmethylenetriphenylphosphoranes (Xd). The Wittig reaction of these compounds with 5-nitro-2-furfural (XIa), 3-(5-nitro-2-furyl)acrolein (XIb), and p-nitrobenzaldehyde (XIII) was carried out and the foregoing products were proved form the corresponding products of this reaction.
