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

K Shimada, H Shibuya, K Makino, T Otsuka…

Index: Shimada, Kazuaki; Shibuya, Hiroki; Makino, Kenshiro; Otsuka, Tatsuya; Onuma, Yuki; Aoyagi, Shigenobu; Takikawa, Yuji Phosphorus, Sulfur and Silicon and the Related Elements, 2010 , vol. 185, # 5-6 p. 1077 - 1089

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Abstract

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 ...