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Polynuclear lanthanide–diketonato clusters for the catalytic hydroboration of carboxamides and esters
Nature Catalysis ( IF 42.8 ) Pub Date : 2020-01-06 , DOI: 10.1038/s41929-019-0405-5
Sem Raj Tamang , Arpita Singh , Deepika Bedi , Adineh Rezaei Bazkiaei , Audrey A. Warner , Keeley Glogau , Corey McDonald , Daniel K. Unruh , Michael Findlater

Catalytic reduction of carboxamides into their corresponding amines is an attractive but extremely challenging transformation, which often meets with limited success; the valuable amine products drive ongoing research in this area. Here we show the direct deoxygenation of carboxamides using earth-abundant lanthanum catalysts in the presence of HBpin, presenting good to excellent yields with broad substrate scope and functional group/heteroatom tolerance. Moreover, this method is also effective in catalysing the hydroboration of esters. Finally, selective cleavage of the amide group bonds (C–N versus C–O) could be achieved based on the nature of the nitrogen substituents.



中文翻译:

多核镧系-二酮基团簇用于羧酰胺和酯的催化加氢硼化

将羧酰胺催化还原成其相应的胺是一种有吸引力的但极富挑战性的转化,通常只能取得有限的成功。有价值的胺产品推动了这一领域的持续研究。在这里,我们显示了在HBpin的存在下,使用富含稀土的镧催化剂对羧酰胺的直接脱氧,具有良好的收率和优异的收率,具有广泛的底物范围和官能团/杂原子耐受性。而且,该方法在催化酯的硼氢化反应方面也是有效的。最后,根据氮取代基的性质,可以实现酰胺基团键的选择性裂解(C–N与C–O)。

更新日期:2020-01-06
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