A Co2B Mediated NaBH4 Reduction Protocol Applicable to a Selection of Functional Groups in Organic Synthesis. Issue 26 (3rd July 2018)

• Record Type: Journal Article
• Authors: Lundevall, Frida Johanne; Elumalai, Vijayaragavan; Drageset, Audun; Totland, Christian; Bjørsvik, Hans‐René
• Is Part Of: European journal of organic chemistry. Issue 26(2018)
• Page Start: 3416
• Page End: 3425
• Publication Date: 2018-07-03
• Subjects: Synthetic methods -- Sodium borohydride -- Reduction -- Cobalt -- Flow chemistry; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800440
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A high‐yielding and high‐rate reduction method that operates with alkenes, alkynes, azides, nitriles, and nitroarenes was developed and optimized. The method makes use of sodium borohydride reduction of CoSO4 under release of hydrogen along with the formation of Co2 B as a nanoparticle material. The produced Co2 B activates the various functional groups for hydride reduction. The protocol was proven to operate with an assortment of functional groups to provide good to excellent yields. Furthermore, the reduction method was successfully adapted, implemented, and developed for a continuous flow approach using the multi‐jet oscillating disk (MJOD) flow reactor platform at atmospheric pressure. Abstract : A reduction method involving sodium borohydride and cobalt sulfate dissolved in aqueous ethanol was developed and optimized. The established method reduces alkenes, alkynes, azides, nitriles, and nitroarenes at high rates (3–10 min) to afford good to excellent yields of the corresponding target reduction products.