93-90-3Relevant articles and documents
Aza-Matteson Reactions via Controlled Mono-and Double-Methylene Insertions into Nitrogen-Boron Bonds
Xie, Qiqiang,Dong, Guangbin
supporting information, p. 14422 - 14427 (2021/09/29)
Boron-homologation reactions represent an efficient and programmable approach to prepare alkylboronates, which are valuable and versatile synthetic intermediates. The typical boron-homologation reaction, also known as the Matteson reaction, involves formal carbenoid insertions into C-B bonds. Here we report the development of aza-Matteson reactions via carbenoid insertions into the N-B bonds of aminoboranes. By changing the leaving groups of the carbenoids and altering Lewis acid activators, selective mono- and double-methylene insertions can be realized to access various α- and β-boron-substituted tertiary amines, respectively, from common secondary amines. The derivatization of complex amine-containing bioactive molecules, diverse functionalization of the boronate products, and sequential insertions of different carbenoids have also been achieved.
Visible light-mediated Smiles rearrangements and annulations of non-activated aromatics
Lawson, Connor A.,Dominey, Andrew P.,Williams, Glynn D.,Murphy, John A.
supporting information, p. 11445 - 11448 (2020/10/12)
We report the first examples of radical cation Smiles rearrangements. A series of aryloxy alkylamines underwent spontaneous reaction, with the amino group displacing theipso-alkoxy group through substitution, at ambient temperature and under photoactivation by visible light in the presence of an acridinium catalyst (5 mol%). The study was extended to 3-(2-methoxyphenyl)propan-1-amine derivatives, which lack an appropriateipsoleaving group. Here, efficient cyclisations resulted in displacement of the methoxy group and formation of tetrahydroquinolines.
Preparation method of methylamine
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Paragraph 0040-0046, (2020/12/14)
The invention provides a preparation method of methylamine. The preparation method comprises the following step: preparing methylamine by utilizing an amine methylation reaction, wherein in the aminemethylation reaction, the catalyst is dodecyldimethylamine caprolactone. According to the invention, additives required by the reaction are effectively reduced, and the post-treatment process after the reaction is finished is simplified.
