67848-71-9Relevant articles and documents
Process method for synthesizing N-substituted piperidine-4-boric acid
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Paragraph 0024, (2020/06/17)
The invention relates to an organic compound synthesis method, and relates to a process method for synthesizing N-substituted piperidine-4-boric acid, which comprises the following steps of: reactingN-substituted piperidine-4-alcohol used as a raw material with thionyl chloride and organic alkali in a solvent to generate N-substituted piperidine-4-chlorine, reacting the N-substituted piperidine-4-chlorine used as a raw material with lithium metal and bis (N, N-dimethylamino) borane halide in a solvent, quenching and acidifying to obtain N-substituted piperidine-4-boric acid. The process method has the advantages of originality, low cost, safety and mild reaction conditions, avoids the dangerous reaction that other patented methods adopt expensive palladium hydroxide hydrogenation, has potential cost advantage and safety advantage, and is suitable for industrial scale-up production.
Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation
Sitte, Nikolai A.,Bursch, Markus,Grimme, Stefan,Paradies, Jan
, p. 159 - 162 (2019/01/04)
A method for the metal-free reduction of carboxylic amides using oxalyl chloride as an activating agent and hydrogen as the final reductant is introduced. The reaction proceeds via the hydrogen splitting by B(2,6-F2-C6H3)3 in combination with chloride as the Lewis base. Density functional theory calculations support the unprecedented role of halides as active Lewis base components in the frustrated Lewis pair mediated hydrogen activation. The reaction displays broad substrate scope for tertiary benzoic acid amides and α-branched carboxamides.
A cascade Aza-Cope/Aza-prins cyclization leading to piperidine derivatives
Nallasivam, Jothi L.,Fernandes, Rodney A.
, p. 2012 - 2022 (2015/03/18)
The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines has been explored. The use of glyoxalic acid as the carbonyl component afforded bicyclic structures as a result of the internal carboxylate anion trapping the intermediate cation. The unimolecular bis-, tris-, and tetrakis(homoallylamine)s efficiently delivered the appended bis-, tris- and tetrakis(piperidine-4-ol)s (tripod and crucifix shape, respectively) as new entities. The latter compound served as an excellent ligand in the Suzuki-Miyaura cross-coupling reaction to synthesize incrustoporin. The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines is described. A unimolecular tetrapiperidine derivative, which resulted from this strategy, was employed as a ligand in the Suzuki-Miyaura cross-coupling reaction of an α-iodobutenolide with an arylboronic acid in an efficient synthesis of incrustoporin and its analogues.
