Amidophosphine Boranes as Hydroboration Reagents for Nitriles, Alkynes, and Carboxylic Acids

Ravi Kumar, Rohan Kumar Meher, Jyoti Sharma, Abhijit Sau*, Tarun K. Panda*

*Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi-502 284, Sangareddy, Telangana, India, Email: asauchy.iith.ac.in, tpandachy.iith.ac.in

R. Kumar, R. K. Meher, J. Sharma, A. Sau, T. K. Panda, Org. Lett., 2023, 25, 7923-7927.

DOI: 10.1021/acs.orglett.3c03194

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Abstract

Solid amidophosphine boranes were synthesized to replace more commonly used borane reagents. These compounds demonstrated excellent reactivity and functional group tolerance toward a wide variety of nitriles, alkynes, and carboxylic acids, affording the corresponding ammonium salts, alkenes, and alcohols in good yield.

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proposed mechanism

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Key Words

borane reagents, reduction of nitriles, reduction of carboxylic acids, semireduction of alkynes

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ID: J54-Y2023