An efficient protocol for the preparation of aldehydes/ketones and imines by an inorganic-ligand supported iron catalyst. Issue 23 (29th October 2018)

• Record Type: Journal Article
• Authors: Zhai, Yongyan; Zhang, Mengqi; Fang, Haibin; Ru, Shi; Yu, Han; Zhao, Wenshu; Wei, Yongge
• Is Part Of: Organic chemistry frontiers. Volume 5:Issue 23(2018)
• Page Start: 3454
• Page End: 3459
• Publication Date: 2018-10-29
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo00833g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An efficient aerobic oxidation protocol of organic halides/amines promoted by an inorganic-ligand supported iron catalyst with O2 (1 atm) as the sole oxidant is reported, which can afford aldehydes/ketones and imines in high yield and good selectivity, respectively. Abstract : Oxidation is a powerful methodology that is widely used for the production of fine chemicals and pharmaceutical intermediates, however, this process often involves the use of toxic reagents and harsh reaction conditions. Herein we report an efficient and eco-friendly way to promote the aerobic oxidation of organic halides to aldehydes/ketones and oxidative coupling of amines to imines using an inorganic-ligand supported iron catalyst1a (NH4 )3 [FeMo6 O18 (OH)6 ] with O2 (1 atm) as the sole oxidant.1a is synthesized directly from cheap and commonly available (NH4 )6 Mo7 O24 ·4H2 O and Fe2 (SO4 )3, which consist of a pure inorganic framework built from a central Fe III core supported by six Mo VI O6 inorganic scaffolds. The iron catalyst1a exhibits better activity towards a wide range of substrates in the catalytic oxidation of halides and amines, and the use of toxic oxidants and potentially air/moisture sensitive and complicated organic ligands that are not commercially available is avoided. Owing to the robust inorganic framework, 1a shows good stability and reusability and the catalytic oxidation of halides and amines could be readily scaled up to gram-scale with little loss of catalytic activity, demonstrating the great potential of inorganic-ligand supported catalysts in catalytic chemical transformation.