113598-56-4Relevant academic research and scientific papers
Building Congested Ketone: Substituted Hantzsch Ester and Nitrile as Alkylation Reagents in Photoredox Catalysis
Chen, Wenxin,Liu, Zheng,Tian, Jiaqi,Li, Jin,Ma, Jing,Cheng, Xu,Li, Guigen
, p. 12312 - 12315 (2016/10/07)
For the first time, 4-alkyl Hantzsch esters were used to construct molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Up to a 1500 h-1 turnover frequency was achieved in this reaction. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly, and this chemistry was used to synthesize a common precursor of a class of hydroxysteroid dehydrogenase inhibitors.
Rearrangement of Ketones. Part 4. Aluminium Chloride Catalysed Rearrangement of Some 2,2-Dialkyl-1-phenyl-1-propan-1-ones
Fernandez-Monreal, Maria C.,Ruiz, Maria P.
, p. 440 - 472 (2007/10/02)
Four α,α,α-trisubstituted acetophenones ((1):R1=R2=R3=CH3; (2):R1=R2=CH3, R3=CH2CH3; (3):R1=R2=CH3, R3=CH2Ph; (4):R1=CH3, R2=CH2CH3, R3=CH2Ph) were prepared.Ketones (1)-(4) were treated with aluminium chloride to induce rearrangement to alkyl ketones.The phenyl ketones behaved as follows: (1) gave 3-methyl-3-phenylbutan-2-one (7), (2) gave 3-methyl-3-phenylpentan-2-one (8) and 2-methyl-2-phenylpentan-3-one (9), (3) gave 3-methyl-3,4-diphenylbutan-2-one (10) and 3-methyl-1,3-diphenylbutan-2-one (11), and (4) gave 3-methyl-1,3-diphenylpentan-2-one (12), 2-methyl-1,2-diphenylpentan-3-one (13) and 3-benzyl-3-phenylpentan-2-one (14).A tentative mechanism for the rearrangement is proposed.
