204649-38-7Relevant articles and documents
Photoaddition of N-acylbenzoxazole-2-thiones to alkenes
Nishio, Takehiko
, p. 1007 - 1008 (1998)
N-Acylbenzoxazole-2-thiones 1 undergo photoaddition with alkenes 2 in a regiospecific manner to yield benzoxazole derivatives 3-9 and/or the unexpected, iminothietanes 10-14 via spirocyclic aminothietane intermediates, depending on the nature of the substituents both on the N-atom of 1 and those present in the alkenes 2.
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.