7311-30-0Relevant articles and documents
SYNTHESIS AND BACTERICIDAL ACTIVITY OF QUATERNARY AMMONIUM COMPOUNDS CONTAINING AN ASYMMETRIC NITROGEN ATOM
Limanov, V. E.,Myazina, N. V.,Tsivrova, I. M.
, p. 47 - 51 (1990)
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PRODUCTION OF AMINES VIA A HYDROAMINOMETHYLATION REACTION USING IMINIUM REACTANTS
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Page/Page column 29-30, (2020/05/14)
Provided is a process for producing an amine via a hydroaminomethylation reaction of a non- aromatic C-C double bond, said process comprising a step of reacting a compound comprising a non-aromatic C-C double bond with an iminium ion in a solvent comprising an alcohol, wherein the iminium ion is represented by the following formula (I): wherein R1 and R2 are independently hydrogen or selected from the group consisting of an aliphatic hydrocarbon group which may be substituted, an aromatic hydrocarbon group which may be substituted, an aliphatic heterocyclic group which may be substituted, an aromatic heterocyclic group which may be substituted and of combinations thereof, such as an aralkyl group which may be substituted; and R1 and R2 may be bonded to each other to form a ring together with the nitrogen atom to which they are bound; and wherein R1 and R2 are not both hydrogen and at least one of R1 and R2 carries a hydrogen atom at a carbon atom in ex? position to the nitrogen atom of the iminium ion.
A BEt3-Base catalyst for amide reduction with silane
Yao, Wubing,Fang, Huaquan,He, Qiaoxing,Peng, Dongjie,Liu, Guixia,Huang, Zheng
, (2019/05/22)
Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt3 and base. The scope of these BEt3-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers' silane Si-H···B activation mode wherein the hydride abstraction by BEt3 is promoted by the coordination of an alkoxide or hydroxide anion to the Si center.