85590-85-8Relevant academic research and scientific papers
Aerobic, transition-metal-free, direct, and regiospecific mono-α-arylation of ketones: Synthesis and mechanism by DFT calculations
Xu, Qing-Long,Gao, Hongyin,Yousufuddin, Muhammed,Ess, Daniel H.,Kuerti, Laszlo
supporting information, p. 14048 - 14051 (2013/10/21)
We disclose a facile, aerobic, transition-metal-free, direct, and regiospecific mono-α-arylation of ketones to yield aryl benzyl and (cyclo)alkyl benzyl ketones with substitution patterns that are currently inaccessible or challenging to prepare using conventional methods. The transformation is operationally simple, scalable, and environmentally friendly. There is no need for pre-functionalization (i.e., α-halogenation or silyl enol ether formation) or the use of specialized arylating agents (i.e., diaryliodonium salts). DFT calculations suggest that the in situ-generated enolate undergoes direct C-C bond formation with the nitroarene followed by regioselective O2-mediated C-H oxidation.
THE SYNTHESIS OF SOME COMPLEX QUINAZOLINE DERIVATIVES CONTAINING ONE OR TWO QUINAZOLINE RINGS AND CARRYING AMINO, ACYLAMINO, ESTER AND/OR CARBAMATE FUNCTIONAL GROUPS IN THEIR SIDE CHAINS
Bertha, F.,Fetter, J.,Lempert, K.,Moeller, J.
, p. 213 - 224 (2007/10/02)
The scope of the Bischler synthesis has been extented to the synthesis of complex quinazoline derivatives 3b-3d, 5a-5f, 6a, 6b, 7 and 8.Reductive cleavage of the C-N bond of all 4-(N-monosubstituted aminomethyl)quinazolines tested took place on treatment with ethanol in the presence of acids or bases.
