1609404-82-1Relevant academic research and scientific papers
Visible-light-promoted α-methoxymethylation and aminomethylation of ketones with methanol as the C1 source
Yang, Jingya,Liu, Cai,Zhou, Hongyan,Fan, Rundong,Ma, Ben,Li, Zheng
supporting information, p. 5572 - 5576 (2021/07/02)
Visible-light-promoted α-methoxymethylation and aminomethylation of ketones using methanol as a sustainable C1 source have been developed. With rose bengal as the photosensitizer and air as the green oxidant, the methoxymethylation reactions proceeded smoothly under visible light irradiation at ambient temperature. Additionally, a one-pot one-step α-aminomethylation of ketones was achieved by adding N-nucleophiles. Preliminary mechanism studies suggest that the reaction mainly proceedsviaa radical pathway.
Cobalt-Catalyzed α-Methoxymethylation and Aminomethylation of Ketones with Methanol as a C1 Source
Yang, Jingya,Chen, Shuwen,Zhou, Hongyan,Wu, Chengqi,Ma, Ben,Xiao, Jianliang
supporting information, p. 6774 - 6779 (2018/10/25)
Using methanol as a sustainable C1 source, cobalt-catalyzed α-methoxymethylation and α-aminomethylation of ketones have been developed. With cheap CoCl2·6H2O as catalyst and TBHP as oxidant, the methoxymethylated products were obtained within a short reaction time in up to 91% yield. Based on the observed reversibility of methoxy adduct to enone, the α-aminomethylation of ketones was then achieved by a one-pot methylenation/aza-Michael addition sequence. In addition, an easy way to convert α-methoxymethyl ketones to α-aminomethyl ketones has been discovered.
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.
