28394-01-6Relevant articles and documents
Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis
Chen, Dong-Huang,Sun, Wei-Ting,Zhu, Cheng-Jie,Lu, Guang-Sheng,Wu, Dong-Ping,Wang, Ai-E,Huang, Pei-Qiang
supporting information, p. 8827 - 8831 (2021/03/16)
The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.
Method for synthesizing N-alkylamide
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, (2016/12/07)
The invention discloses a method for synthesizing N-alkylamide. In a reaction container, adding nitrile, a complex of a transition-metal catalyst gold, a solvent tetrahydrofuran and H2O; reacting a reaction mixture for several hours at the temperature of 130-140 DEG C, cooling the reaction mixture to room temperature, performing vacuum pressure reduction to remove the solvent; adding a compound alcohol, alkali, the complex of a transition-metal catalyst iridium, a solvent toluene, reacting the reaction mixture for several hours at the temperature of 130 DEG C, through column separation, obtaining a target compound. According to the invention, with participation of the transition-metal catalyst, commercial nitrile is hydrolyzed to generate an amide intermediate, and then is subjected to an alkylation reaction with alcohol to obtain N-alkylamide. The reaction has three obvious advantages: 1) the commercial nitrile and alcohol which is almost nontoxic are taken as initial raw materials; 2) only water is generated as a by-product in the reaction, so that the reaction has no harm on environment; and 3) reaction atom economy is high. The reaction accords with green chemistry requirement, and has wide development prospect.
A One-Pot, fast, and efficient amidation of carboxylic acids, α-amino acids and sulfonic acids using pph3/n-chlorobenzotriazole system
Rouhi-Saadabad, Hamed,Akhlaghinia, Batool
, p. 1703 - 1714 (2015/09/15)
Triphenylphosphine (PPh3)/N-chlorobenzotriazole (NCBT), and amine (primary and secondary aliphatic amines and also substituted anilines) in CH2Cl2 efficiently converted carboxylic acids, α-amino acids, and sulfonic acids to the corresponding amides and sulfonamides at room temperature. Good to excellent yields, inexpensive, and fast reaction conditions are the important features of this procedure.