Mild catalytic deoxygenation of amides promoted by thorium metallocene

被引：26

作者：

Saha, Sayantani ^{[1
]}

Eisen, Moris S. ^{[1
]}

机构：

[1] Technion Israel Inst Technol, Schulich Fac Chem, IL-32000 Haifa, Israel

来源：

DALTON TRANSACTIONS | 2020年 / 49卷 / 36期

基金：

以色列科学基金会;

关键词：

SELECTIVE HYDROGENATION; TERTIARY AMIDES; SECONDARY AMIDES; REDUCTION; AMINES; HYDROBORATION; ALCOHOLS; COMPLEX; EFFICIENT; SCOPE;

D O I：

10.1039/d0dt02770g

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The organoactinide-catalyzed (Cp*2ThMe2) hydroborated reduction of a wide range of tertiary, secondary, and primary amides to the corresponding amines/amine-borane adducts via deoxygenation of the amides is reported herein. The catalytic reactions proceed under mild conditions with low catalyst loading and pinacolborane (HBpin) concentration in a selective fashion. Cp*2ThMe2 is capable of efficiently catalysing the gram-scale reaction without a drop in efficiency. The amine-borane adducts are successfully converted into free amine products in high conversions, which increases the usefulness of this catalytic system. A plausible mechanism is proposed based on detailed kinetics, stoichiometric, and deuterium labeling studies.

引用

页码：12835 / 12841

页数：7

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