13519-85-2Relevant articles and documents
Sodium Triethylborohydride-Catalyzed Controlled Reduction of Unactivated Amides to Secondary or Tertiary Amines
Yao, Wubing,He, Lili,Han, Deman,Zhong, Aiguo
, (2019/11/14)
The first transition-metal-free catalytic protocol for controlled reduction of amide functions using cheap and bench-stable hydrosilanes as reducing agents has been established. By altering the hydrosilane and solvent, the new method enables the selective cleavage of unactivated C-O bonds in amides and allows the C-N bonds to selectively break via the deacylated cleavage. Overall, this novel process may offer a versatile alternative to current methodologies employing stoichiometric metal systems for the controlled reduction of carboxamides.
B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane
Pan, Yixiao,Luo, Zhenli,Han, Jiahong,Xu, Xin,Chen, Changjun,Zhao, Haoqiang,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang
supporting information, p. 2301 - 2308 (2019/01/30)
The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).
Method for selective reducing reaction of tertiary aryl amide and borane
-
Paragraph 0017-0020, (2019/10/23)
The present invention relates to a method for a selective reducing reaction of a tertiary aryl amide and borane. A tertiary amine product is prepared by the reducing reaction of a tertiary aryl amidederivative and a cheap and easily available organoboron reagent under mild conditions under the convenient catalysis of a non-transition metal compound sodium triethylborohydride used as a catalyst for the first time. Compared with traditional methods, the method of the method generally has the advantages of wide universality of a substrate, low cost and easy availability of the catalyst, and simplicity in reaction operation. The selective reducing reaction of the tertiary aryl amide compound and the organoboron reagent under the catalysis of the transition metal catalyst is realized for the first time, and a brand new "green" reaction strategy is provided for the laboratory preparation or industrial production of tertiary arylamine products.