B(C6F5)3‐Catalyzed Reduction of Aromatic and Aliphatic Nitro Groups with Hydrosilanes. Issue 20 (19th June 2016)

• Record Type: Journal Article
• Authors: Porwal, Digvijay; Oestreich, Martin
• Is Part Of: European journal of organic chemistry. Issue 20(2016)
• Page Start: 3307
• Page End: 3309
• Publication Date: 2016-06-19
• Subjects: Boron -- Lewis acids -- Reduction -- Si‐H bond activation -- Silicon; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600556
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A transition‐metal‐free method for the hydrosilane reduction of aromatic and aliphatic nitro compounds to the corresponding amines is reported. Et3 SiH is found to be the optimal reductant in this B(C6 F5 )3 ‐catalyzed deoxygenation. The functional‐group tolerance is, however, moderate. Abstract : Nibble off the Os: Tris(pentafluorophenyl)borane, B(C6 F5 )3, catalyzes the hydrosilane reduction of nitro groups to afford the corresponding amines. Both aryl and alkyl nitro compounds are deoxygenated with triethylsilane as the stoichiometric reductant. The functional‐group tolerance is moderate.