154266-51-0Relevant articles and documents
A Rearrangement of S-Substituted Cyclohexanone Thioximes
Andreae, Siegfried,Schmitz, Ernst,Schulz, Burkhard
, p. 175 - 182 (2007/10/02)
Mercaptoheterocycles like 2-mercaptobenzazoles 5, 2-mercaptouracils 10, and ketene S,S-acetals 18 are aminated by 1-oxa-2-azaspirooctane (1).The intermediate cyclohexanone thioximes, which can be isolated in some cases (6a-c, 11), undergo a 1,3-shift of the mercapto fragment from the nitrogen to the carbon atom followed by cyclization and/or hydrolysis.Thus, new heterocyclic systems as 14-17 or 19 can be created. - Key Words: Aminations / 1-Oxa-2-azaspirooctane / Thioximes / Benzazoles / 2-Thiouraciles