title: Aminocatalytic cross-coupling approach via iminium ions to different C - C Bonds.
abstract: Given the attractive ability of iminium ions to functionalize molecules directly at ostensibly unreactive positions, the reactivity of iminium ions, in which an α CH2 group is replaced by CO was explored. Background studies on the ability of such iminium cations to promote reactions via an iminium-catalyzed or iminium-equivalent pathway are apparently unavailable. Previously, tandem cross-coupling reactions were reported, in which an iminium ion undergoes nucleophilic 1,2-addition to give a putative three-component intermediate that abstracts a proton in situ and undergoes self-deamination followed by unprecedented DMSO/aerobic oxidation to generate α-ketoamides. However, later it was observed that iminium ions can generate valuable α-ketoamides through simple aerobic oxidation. In all reactions, iminium ions were generated in situ by reaction of 2-oxoaldehydes with secondary amines.
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine (IIIM), Jammu (India); Academey of Scientific and Innovative Research, 2-Rafi Marg, New Delhi (India).
authors.forename: Nagaraju
authors.initials: N
authors.lastname: Mupparapu
authors.forename: Narsaiah
authors.initials: N
authors.lastname: Battini
authors.forename: Satyanarayana
authors.initials: S
authors.lastname: Battula
authors.forename: Shahnawaz
authors.initials: S
authors.lastname: Khan
authors.forename: Ram A
authors.initials: RA
authors.lastname: Vishwakarma
authors.forename: Qazi Naveed
authors.initials: QN
authors.lastname: Ahmed
keywords: cross-coupling; iminium cations; organocatalysis; oxidation; synthetic methods