"On Water" Metal-Catalyst-Free Oxidative Coupling-Amidation of Amines To Access Imines and Amides

Autor(es)

de Souza, Gabriela F. P. ; von Zuben, Theodora W. ; Salles, Airton G., Jr.

• Tipo de documento: Artigo Científico
• Fonte: ACS SUSTAINABLE CHEMISTRY & ENGINEERING; v. 5, n. 9, p. 8-pg., 2017-09-01.

Resumo

A simple route toward the selective synthesis of imines and amides through oxidative couplingoxidative amidation of amines using widely available NaOCl is presented. Under this approach, unprecedented one-pot synthesis of symmetrical and unsymmetrical secondary amides from primary amines as a single starting material is reported. This metal-catalyst-free protocol relies upon on water acceleration to obtain the desired products in high yields. An additive-based robustness screen was conducted to demonstrate the high reaction tolerance to several chemical motifs. Furthermore, mechanistic studies support a proposed pathway for the targeted oxidation products. (AU)

• Processo FAPESP: 15/12305-6 - Catálise Supramolecular em água: Influência de uma cápsula tetraédrica em reações de fotociclização e fotooxidação.
• Beneficiário: Airton Goncalves Salles Junior
• Modalidade de apoio: Auxílio à Pesquisa - Regular