Novel Thioformylation of Primary and Secondary Amines Using N-Aryl-1,2,3,4,5,7-Pentathiazocanes

作者：Shimada Kazuaki^*; Shibuya Hiroki; Makino Kenshiro; Otsuka Tatsuya; Onuma Yuki; Aoyagi Shigenobu; Takikawa Yuji

来源：Phosphorus, Sulfur, and Silicon and the Related Elements, 2010, 185(5-6): 1077-1089.

DOI：10.1080/10426501003773407

• Bisthioformanilide
• 1
• 2
• 3
• 4
• 5
• 7-pentathiazocane
• polysulfide chain thioformylation
• thioformamide

Heating of N-aryl-1,2,3,4,5,7-pentathiazocanes 1 in the presence of primary and secondary amines afforded N-Alkyl or N,N-dialkylthioformamides 5, and similar heating of 1 in the absence of amines afforded an inseparable mixture of acyclic polysulfides 4 bearing a thioformanilide moiety on each terminal. Bisthioformanilides 4 were also converted into 5 by treating with these amines, and the thioformylation was assumed to proceed through a pathway involving the ring fission of 1 and the subsequent nucleophilic attack of these amines onto the thioformyl group of 4.

• 出版日期2010