14625-56-0Relevant academic research and scientific papers
Palladium-catalyzed synthesis of benzoxazoles by the cleavage reaction of carbon-carbon triple bonds with o-aminophenol
Xie, Hou-Zhi,Gao, Qi,Liang, Ying,Wang, Heng-Shan,Pan, Ying-Ming
, p. 2132 - 2135 (2014)
A novel and mild procedure for efficient synthesis of benzoxazoles by the cleavage reaction of carbon-carbon triple bonds with o-aminophenol in the presence of a catalytic amount of palladium chloride has been successfully developed, which provides rapid and efficient access to benzoxazoles. the Partner Organisations 2014.
Photochemical and Thermal Reactions of Aromatic Schiff Bases
Tauer, Erich,Grellmann, Karl H.
, p. 4252 - 4258 (2007/10/02)
The photochemical and thermal reactions of aromatic Schiff bases (SB) prepared from o-aminophenol and aldehydes and from o-aminophenol and ketones are compared.All SB's are converted by light into the corresponding benzoxazolines.For the SB's derived from aldehydes, benzoxazoline formation is a prerequisite to convert them by a second photon into benzoxazoles.In some cases oxygen is not required for this second reaction step.SB's derived from ketones are converted into benzoxazoles by the absorption of just one photon, but only in the presence of oxygen and only if the aliphatic residue R1 of the N=C(R1R2) bridge contains at least two carbon atoms.A radical mechanism is proposed for this reaction.Benzoxazine formation is observed in some cases as a thermal side reaction.The photochemical reactions of the latter were also investigated.
