7511-43-5Relevant articles and documents
Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
Alkayal, Anas,Buckley, Benjamin R.,Malkov, Andrei V.,Montanaro, Stephanie,Tabas, Volodymyr,Wright, Iain A.
supporting information, (2020/02/13)
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.
Nickel-Catalyzed oxidative coupling of unactivated C(sp3)-H bonds in aliphatic amides with terminal alkynes
Luo, Fei-Xian,Cao, Zhi-Chao,Zhao, Hong-Wei,Wang, Ding,Zhang, Yun-Fei,Xu, Xing,Shi, Zhang-Jie
supporting information, p. 18 - 21 (2017/04/04)
In this work, we demonstrated Ni-catalyzed oxidative coupling of unactivated C(sp3)-H bonds with terminal alkynes for construction of C(sp3)-C(sp) bonds to synthesize alkyl-substituted internal alkynes. Different amides exhibited good compatibility. Preliminary mechanistic studies were conducted to account for this alkynylation.
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.