Magnesium-Catalyzed Primary, Secondary, and Tertiary Amide Hydroboration
Catalytic hydroboration of amides is highly important because the resultant amines are commonly found in natural products, pharmaceuticals, agrochemicals, dyes, and other applications. In comparison to the conventional reduction of amides using (over)stoichiometric reductants, hydroboration of amides using magnesium compounds represents a green and sustainable approach because magnesium is both Earth abundant and environmentally benign. However, there is only one report on magnesium-catalyzed deoxygenative hydroboration of secondary and tertiary amides. Here, we describe the synthesis and structural authentication of two new magnesium compounds (1 and 2) featuring a flexible PNP ligand and the utilization of 2 as a catalyst for the pinacolborane-mediated reduction of primary, secondary, and tertiary amides to amines. The reaction scope is explored, and a mechanism is proposed based on experimental and theoretical insights.
This time it's magnesium! Our latest at Inorganic Chemistry reports a Mg-catalyst that reduces all amides. Kudos to Biplab for the lead with solid support from Soumya, Devaraj, Kumar, Rajesh! Grateful to CSIR_IND for funds!
#MagnesiumCatalysis
#SustainableChemistry
pubs.acs.org/doi/10.1021/...
