312313-49-8Relevant articles and documents
Photochemical reactions of N-acylbenzoxazole-2-thiones
Nishio, Takchiko,Iida, Ikuo,Sugiyama, Kunjo
, p. 3039 - 3046 (2007/10/03)
The photochemical reactions of N-acylbenzoxazole-Z-thiones 1 are examined. Irradiation of N-acylbenzoxazole-2-thiones 1 in the presence of a variety of alkenes 2 yields 2-substituted benzoxazoles 3-20 and/or the unexpected products, iminothietanes 21-29 by intramolecular trapping of the acyl group by thiolate anion of the zwitterionic intermediate I and by the phenolate anion of the zwitterionic intermediate II, respectively, derived from the spirocyclic aminothietanes AT which are formed by regioselective [2+2] cycloaddition of the carbon-sulfur double bond of 1 to the alkene double bond. The Royal Society of Chemistry 2000.