23936-97-2Relevant academic research and scientific papers
Rhenium(I)-Catalyzed C-Methylation of Ketones, Indoles, and Arylacetonitriles Using Methanol
Shee, Sujan,Kundu, Sabuj
, p. 6943 - 6951 (2021/05/29)
A ReCl(CO)5/MeC(CH2PPh2)3 (L2) system was developed for the C-methylation reactions utilizing methanol and base, following the borrowing hydrogen strategy. Diverse ketones, indoles, and arylacetonitriles underwent mono-and dimethylation selectively up to 99% yield. Remarkably, tandem multiple methylations were also achieved by employing this catalytic system.
One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation
Latham, Daniel E.,Polidano, Kurt,Williams, Jonathan M. J.,Morrill, Louis C.
supporting information, p. 7914 - 7918 (2019/10/16)
A one-pot iron-catalyzed conversion of allylic alcohols to α-methyl ketones has been developed. This isomerization-methylation strategy utilized a (cyclopentadienone)iron(0) carbonyl complex as precatalyst and methanol as the C1 source. A diverse range of allylic alcohols undergoes isomerization-methylation to form α-methyl ketones in good isolated yields (up to 84% isolated yield).
Syndiotactic Poly(aminostyrene)-Supported Palladium Catalyst for Ketone Methylation with Methanol
Jiang, Lei,Guo, Fang,Shi, Zhenghai,Li, Yang,Hou, Zhaomin
, p. 3827 - 3832 (2017/09/25)
Palladium nanoparticles immobilized on an amino-functionalized syndiotactic polystyrene (sPS-N) served as a novel recyclable catalyst for the dimethylation and cross methyl alkylation of a wide range of ketones with methanol as the methylation agent. This heterogeneous catalyst (Pd@sPS-N) was highly robust and showed excellent thermal stability and chemical resistance. It not only showed remarkably high activity, but it could also be easily recovered by filtration without loss of activity.
Iridium-catalyzed selective α-methylation of ketones with methanol
Ogawa, Shinji,Obora, Yasushi
supporting information, p. 2491 - 2493 (2014/03/21)
Iridium-catalyzed selective α-dimethylation and α-methylation of ketones or phenylacetonitriles, using methanol as the methylating agent, were achieved. In addition, three-component cross α-methyl-alkylation was successfully performed using methyl ketones with methanol and primary alcohols with long-chain alkyl groups. This method provides a very convenient direct route to α-methylated ketones, using methanol.
Rhodium-catalyzed ketone methylation using methanol under mild conditions: Formation of α-branched products
Chan, Louis K. M.,Poole, Darren L.,Shen, Di,Healy, Mark P.,Donohoe, Timothy J.
supporting information, p. 761 - 765 (2014/01/23)
The rhodium-catalyzed methylation of ketones has been accomplished using methanol as the methylating agent and the hydrogen-borrowing method. The sequence is notable for the relatively low temperatures that are required and for the ability of the reaction system to form α-branched products with ease. Doubly alkylated ketones can be prepared from methyl ketones and two different alcohols by using a sequential one-pot iridium- and rhodium-catalyzed process. Uniquely effective for making branched alkyl products from ketones (see scheme): The scope of the presented reaction includes aromatic and aliphatic ketones and consecutive one-pot double alkylation reactions to provide a convenient route to branched ketones from simple methyl ketones. A brief study into the mechanism of the reaction has given evidence for an aldol-based reaction pathway.
Synthesis of α-methyl ketones by a selective, iridium-catalyzed cyclopropanol ring-opening reaction
Ziegler, Daniel T.,Steffens, Andrew M.,Funk, Timothy W.
supporting information; experimental part, p. 6726 - 6729 (2011/02/25)
A mild method for synthesizing α-methyl ketones from substituted cyclopropanols is reported. This process, catalyzed by [CpIrCl2] 2, cleaves cyclopropanol rings regioselectively and more efficiently than the other conditions examined. While tertiary cyclopropanols afford α-methyl ketones, secondary cyclopropanols and cyclopropyl silyl ethers are less reactive and yield other isomerization products.
