6056-35-5Relevant articles and documents
Exo-selective Diels-Alder reaction based on a molecular recognition approach
Maruoka, Keiji,Imoto, Hiroshi,Yamamoto, Hisashi
, p. 12115 - 12116 (1994)
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Green and Efficient: Iron-Catalyzed Selective Oxidation of Olefins to Carbonyls with O2
Gonzalez-De-Castro, Angela,Xiao, Jianliang
supporting information, p. 8206 - 8218 (2015/07/15)
A mild and operationally simple iron-catalyzed protocol for the selective aerobic oxidation of aromatic olefins to carbonyl compounds is described. Catalyzed by a Fe(III) species bearing a pyridine bisimidazoline ligand at 1 atm of O2, α- and β-substituted styrenes were cleaved to afford benzaldehydes and aromatic ketones generally in high yields with excellent chemoselectivity and very good functional group tolerance, including those containing radical-sensitive groups. With α-halo-substituted styrenes, the oxidation took place with concomitant halide migration to afford α-halo acetophenones. Various observations have been made, pointing to a mechanism in which both molecular oxygen and the olefinic substrate coordinate to the iron center, leading to the formation of a dioxetane intermediate, which collapses to give the carbonyl product. (Chemical Equation).
CHEMOSELECTIVITY IN MOLYBDENUM CATALYZED ALCOHOL AND ALDEHYDE OXIDATIONS
Trost, Barry M.,Masuyama, Yoshiro
, p. 173 - 176 (2007/10/02)
Hydrogen peroxide in the presence of (NH4)6Mo7O24*4H2O and potassium carbonate is a chemoselective method to oxidize secondary alcohols to ketones and to oxidize aldehydes to acids, the latter also accelerated by cerium chloride.
