Novel photochemical rearrangements of dihydro-1,3-thiazines

Autor: Peter B. Hitchcock, Shameem H. Bhatia, Richard W. McCabe, Anthony G. Avent, Robert G. Brown, David M. Buckley
Rok vydání: 1998
Předmět:
Zdroj: Journal of the Chemical Society, Perkin Transactions 1. :569-574
ISSN: 1364-5463
0300-922X
Popis: A series of 4-alkyl or 4-phenyl substituted 2,3-dihydro-6H-1,3-thiazine-5-carboxylates are synthesised and photolysed in toluene. The 4-methyl compound rearranges to a thiazolidine, which co-exists as an imino-tautomer in solution. The 4-ethyl derivative gives essentially a single isomer of an acyclic thioamido-diene, whilst the 4-benzyl derivative gives a mixture of all four possible thioamido-dienes. The 4-phenyl derivative gave a skeletally rearranged 2,5-dihydro-6H-1,3-thiazine which slowly rearranged to the corresponding 2,3-dihydro-6H-1,3-thiazine.
Databáze: OpenAIRE