52776-36-0Relevant academic research and scientific papers
Photolysis of (3-methyl-2H-azirin-2-yl)-phenylmethanone: Direct detection of a triplet vinylnitrene intermediate
Rajam, Sridhar,Murthy, Rajesh S.,Jadhav, Abhijit V.,Li, Qian,Keller, Christopher,Carra, Claudio,Pace, Tamara C.S.,Bohne, Cornelia,Ault, Bruce S.,Gudmundsdottir, Anna D.
supporting information; experimental part, p. 9934 - 9945 (2012/02/03)
The photoreactivity of (3-methyl-2H-azirin-2-yl)-phenylmethanone, 1, is wavelength-dependent (Singh et al. J. Am. Chem. Soc. 1972, 94, 1199-1206). Irradiation at short wavelengths yields 2P, whereas longer wavelengths produce 3P. Laser flash photolysis of
Structure and tautomerism of azo coupling products from N-alkylenaminones derived from acetylacetone and benzoylacetone in solid phase and in solution
Simunek, Petr,Svobodova, Marketa,Bertolasi, Valerio,Pretto, Loretta,Lycka, Antonin,Machacek, Vladimir
, p. 429 - 438 (2008/02/10)
A series of azo coupling products have been prepared by reaction of substituted benzenediazonium tetrafluoroborates with N-alkyl 4-aminopent-3-en-2-ones or 3-amino-1-phenylbut-2-en-1-ones. The structure and tautomerism of the reaction products were studied by means of single-crystal X-ray study and by NMR spectroscopy in deuteriochloroform solution. The azo coupling products obtained from 4-methylaminopent-3-en-2-ones (3a-i) exist in CDCl3 solution as E/Z isomer mixtures with the Z isomer strongly predominating. The major isomer is a mixture of enamino-azo and imino-hydrazo tautomers with the former predominating. The proportion of the azo form depends on substitution of the benzene ring of the diazonium salt and decreases in the order of MeO > Me > Br > NO2. The position of tautomeric equilibrium is practically unaffected by switching from 4-methylaminopent-3-en- 2-ones to 3-methylamino-1-phenylbut-2-en-1-ones. In the solid phase, the azo form always predominates; substitution of diazonium salt and at N3 nitrogen does not significantly affect the position of the tautomeric equilibrium. The azo coupling products always exist in the form of a single Z isomer. All determined structures, in the solid state, consist of a mixture of the two tautomeric forms, amino-diazenyl and imino-hydrazone, in ratios ranging from 82/18 to 91/9%. The weighed superimposition of both the hydrogen-bonded N1=N2-C1=C2-N3H/ HN1-N2=C1-C2=N3 heterodienic fragments, however, do not allow to clarify the effects of the para-substituents at the N1-phenyl ring both on the N1...N3 hydrogen-bond distances and on the bond lengths in the heterodienic systems within the series 3a-c,f and 4a-c,e,f. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Regioselective synthesis of (trifluoromethyl)-β-chloroenones
Alvernhe, Gerard,Bensadat, Abdelkader,Ghobsi, Abdelkader,Laurent, Andre,Laurent, Eliane
, p. 169 - 172 (2007/10/03)
The regioselectivity of the conversion of 1,3-diketones into β-chloroenones can be changed by the appropriate choice of the reagent: reaction with "Vilsmeier's reagent" prepared from POCl3 and dimethylformamide or treatment of the diketone with the oxalyl chloride in the presence of dimethylformamide.
ACYLATION OF VINYL CHLORIDES BY CATIONOID COMPLEXES
Borodaev, S. V.,Zubkova, O. V.,Luk'yanov, S. M.
, p. 1662 - 1666 (2007/10/02)
Vinyl chlorides with various structures undergo acylation ny acylium hexachloroantimonates with the formation β-chlorovinyl, β-chloroallyl, and allenyl ketones.The acylation of vinyl chloride with a quaternary carbon atom at the allylic position gave 2,5-dihydro- and tetrahydrofurylium salts.
Hydrochloration des cetones alleniques. Synthese stereoselective de β-chlorenones conjuguees E
Gras, Jean-Louis,Galledou, Bocar Sally
, p. 89 - 95 (2007/10/02)
β-Chlorenones are valuable intermediates in organic synthesis.We report on a new stereoselective synthesis of these compounds under mild experimental conditions.Hydrohalogenation of allenes is an electrophilic process leading to various results, depending
