Chem. J. Chinese Universities ›› 1992, Vol. 13 ›› Issue (3): 336.

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The Addition Reaction of Spirophosphoranes Containing P-H Bond (Ⅱ)

LIU Lun-zu, LI Guo-wei, HUANG Ming-zhi   

  1. Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1991-05-31 Online:1992-03-24 Published:1992-03-24

Abstract: 5-Hydro-1, 9-dioxa-4, 6-diaza-5-phosphaspiro[4, 4]nonane(1) reacted with carbon bisulfide or isothiocyanates at room temperature in the presence of excessive ethyl alcohol to give 2-mercaptothiazoline (2) and 2-substituted iminothiazolidines (4a) or aminothiazolines (4b) respectively.The mechanism of this reaction might involve that compound 1 reacted with ethyl alcohol via the exchange ester route to form a three coordinated phosphorous compound, which then added to the unsaturated bond.

Key words: Spirophosphoranes, Isothiocyanates, Thiazolines, Thiazolidines

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