title: An easy access to α-aryl substituted γ-ketophosphonates: Lewis acid mediated reactions of 1,3-diketones with α-hydroxyphosphonates and tandem regioselective C-C bond cleavage.
abstract: A range of α-aryl substituted γ-ketophosphonates is synthesised by Lewis acid mediated reactions of 1,3-diketones and easily accessible, inexpensive benzylic α-hydroxyphosphonates in an operationally simple method under solvent-free conditions without exclusion of air/moisture. A regioselective C-C bond cleavage for 1,3-diketones in a tandem fashion has also been demonstrated. Synthesis of a γ-ketophosphonate with phenol functionality at the α-position (structural analogue of raspberry ketone, a natural product) has also been presented.
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Sciences, Pilani Hyderabad Campus, Shamirpet, Hyderabad 500078, AP, India. manab@hyderabad.bits-pilani.ac.in.
authors.forename: Gangaram
authors.initials: G
authors.lastname: Pallikonda
authors.forename: Manab
authors.initials: M
authors.lastname: Chakravarty
authors.forename: Manoj K
authors.initials: MK
authors.lastname: Sahoo
mesh_terms: D005290:Ferric Compounds / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005290:Ferric Compounds; D007659:Ketones; D058116:Lewis Acids; D008698:Mesylates; D063065:Organophosphonates; C012077:trifluoromethanesulfonic acid