Amidophosphine Boranes as Hydroboration Reagents for Nitriles, Alkynes, and Carboxylic Acids
Ravi Kumar, Rohan Kumar Meher, Jyoti Sharma, Abhijit Sau, Tarun K. Panda
Abstract
We report here the hydroboration of nitriles, alkynes, and carboxylic acids using amidophosphine boranes {(BH 3 )(PPh 2 )-NC(CH 3 ) 3 }, {(BH 3 ) 2 (PPh) 2 N(CH 2 )C 6 H 5 }, and {(BH 3 ) 2 (PPh 2 ) 2 N-(BH 3 )CH 2 C 6 H 4 N} as reducing agents. These compounds were synthesized to replace more commonly used borane reagents. Solid amidophosphine boranes, which were synthesized with ease, 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.
Topics & Concepts
BoranesChemistryHydroborationBoraneReagentOrganic chemistryYield (engineering)Reactivity (psychology)BoronCatalysisPathologyAlternative medicineMedicineMaterials scienceMetallurgyAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistryChemical Synthesis and Analysis