39198-78-2Relevant academic research and scientific papers
Colloid and nanosized catalysts in organic synthesis: IX hydrogenation of enamines with hydrogen at atmospheric pressure
Mokhov,Popov,Nebykov
, p. 2073 - 2075 (2015/02/02)
Hydrogenation of enamines with hydrogen at atmospheric pressure was performed using nickel nanoparticles as a catalyst. The reaction may be used to produce tertiary amines under mild conditions using an accessible catalyst.
Dichlorobis(1,4-diazabicyclo[2.2.2]octane)(tetrahydroborato)zirco- nium(IV), [Zr(BH4)2Cl2(dabco)2](ZrBDC), as a new, stable, and versatile bench top reducing agent: Reduction of imines and enamines, reductive amination of aldehydes and ketones and reductive methylation of amines
Firouzabadi, Habib,Iranpoor, Nasser,Alinezhad, Heshmatollah
, p. 143 - 151 (2007/10/03)
The reducing agent is easily prepared in an almost quantitative yield from commercially available starting materials. This compound is stable under mild aqueous acidic conditions (pH 4-6) and survives in H2O for several days without losing its reducing abilities. ZrBDC has been successfully used for the reduction of imines and enamines, reductive amination of aldehydes and ketones, and reductive methylation of amines.
Trichloroacetylhydrazones: New highly reactive alkylating agents
Atlan,Kaim, L. El,Lacroix,Morgentin
, p. 1893 - 1894 (2007/10/03)
The behavior of trichloroacylhydrazones as new highly reactive alkylating agents is disclosed; various secondary amines are alkylated within a few minutes at room temperature, and similar alkylating reductions were found with malonates.
Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
Abdel-Magid, Ahmed F.,Carson, Kenneth G.,Harris, Bruce D.,Maryanoff, Cynthia A.,Shah, Rekha D.
, p. 3849 - 3862 (2007/10/03)
Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.
1,3-CYCLOADDITIONS OF A THIONITROSO S-SULFIDE
Huisgen, Rolf,Peng, Xia
, p. 6063 - 6066 (2007/10/02)
The thionitroso S-sulfide 5 adds to (E)-cyclooctene, (E,Z)-1,5-cyclooctadiene, and norbornene to give 1,2,3-dithiazolidines, whereas enamines undergo electrophilic substitution.
Preparation of amines by the reduction of imines with phosphorous acid
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, (2008/06/13)
This invention relates to the preparation of amines by the reduction of imines with phosphorous acid, preferably under basic conditions.
