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A Boron-Nitrogen Double Transborylation Strategy for Borane-Catalyzed Hydroboration of Nitriles

Subham Pradhan, Raman Vijaya Sankar and Chidambaram Gunanathan*

*School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar 752050, India, Email: gunanathanniser.ac.in

S. Pradhan, R. V. Sankar, C. Gunanathan, J. Org. Chem., 2022, 87, 12386-12396.

DOI: 10.1021/acs.joc.2c01655


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Abstract

The use of 9-BBN dimer as a catalyst and pinacolborane as a turnover reagent enables an efficient hydroboration of nitriles to provide N,N-diborylamines, which act as efficient synthons for the synthesis of primary amines and secondary amides.


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proposed mechanism



Key Words

reduction of nitriles, pinacolborane


ID: J42-Y2022