Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides
Gudun K.A. Zakarina R. Segizbayev M. Hayrapetyan D. Slamova A. Khalimon A.Y.
1 February 2022John Wiley and Sons Inc
Advanced Synthesis and Catalysis
2022#364Issue 3601 - 611 pp.
The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h−1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds. (Figure presented.).
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Department of Chemistry, School of Sciences and Humanities, Nazarbayev University, 53 Kabanbay Batyr Avenue, Nur-Sultan, 010000, Kazakhstan
Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, Niagara Region, St. Catharines, L2S 3A1, ON, Canada
Core Facilities, Nazarbayev University, 53 Kabanbay Batyr Avenue, Nur-Sultan, 010000, Kazakhstan
The Environment and Resource Efficiency Cluster (EREC), Nazarbayev University, 53 Kabanbay Batyr Avenue, Nur-Sultan, 010000, Kazakhstan
Department of Chemistry
Department of Chemistry
Core Facilities
The Environment and Resource Efficiency Cluster (EREC)
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