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Aluminum-Catalyzed Selective Hydroboration of Nitriles and Alkynes: A Multifunctional Catalyst

Nabin Sarkar, Subhadeep Bera and Sharanappa Nembenna*

*School of Chemical Sciences, National Institute of Science Education and Research (NISER), Homi Bhabha National Institute (HBNI), Bhubaneswar 752 050 India, Email: snembennaniser.ac.in

N. Sarkar, S. Bera, S. Nembenna, J. Org. Chem., 2020, 85, 4999-5009.

DOI: 10.1021/acs.joc.0c00234 (free Supporting Information)


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Abstract

A conjugated bis-guanidinate (CBG)-supported aluminum dihydride complex catalyzes a chemoselective hydroboration of various nitriles and alkynes. The reaction leaves other reducible groups intact. Moreover, aluminum-catalyzed hydroboration is expanded to more challenging substrates such as alkene, pyridine, imine, carbodiimide, and isocyanides.


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Key Words

reduction of nitriles, vinylboronates, pinacolborane


ID: J42-Y2020