Double Hydrophosphorylation of Nitriles Catalyzed by Rare-Earth-Metal Lanthanum
Yesmin Akter Rina1, Joseph A R Schmidt1
1Department of Chemistry & Biochemistry, School of Green Chemistry and Engineering, College of Natural Sciences and Mathematics, The University of Toledo, 2801 W. Bancroft Street MS 602, Toledo, Ohio 43606-3390, United States.
Abstract:
A high-yielding and atom-efficient protocol for the double hydrophosphorylation of nitriles using a lanthanum-based N,N-dimethylbenzylamine complex (La(DMBA)3) as a precatalyst is reported. This method provides a straightforward and convenient approach for the synthesis of biologically important organophosphorus compounds known as N-(α-phosphoryl)amidophosphates in good to excellent yields. Nitriles with a broad range of additional functionality were tolerated, including those with halides, ethers, amines, and pyridyl groups.
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