Catalyst-free intramolecular radical cyclization cascades initiated by the direct homolysis of C_sp³–Br under visible light

Abstract

A visible light-driven carbon–carbon bond-forming cyclization cascades under metal- and catalyst-free conditions have been reported. The cascade is initiated through a transient alkyl radical intermediate that is formed by direct...

Photoinduced desaturative β-C(sp3)–H amidation of N-phenylpiperidine with phthalimide driven by electron donor–acceptor complexes

“…As expected, the desired product 3aa was not detected, whereas the radical adduct 6 was detected by HRMS (Scheme 5c), which further demonstrated the radical pathway. 32 Meanwhile, enamine I was detected by HRMS to verify the presence of the enamine intermediate (Scheme 5d). To our delight, the generation of aldehyde 8 in this transformation was determined by GC-MS (Scheme 5e).…”

Visible photons as ideal reagents for the activation of coloured organic compounds

“…The oxidation of 22.4a–c by bromo atoms afforded, upon deprotonation (path d), the desired products 22.5a–c with high regio- and diastereoselectivity (dr always >20 : 1). 129…”

Visible-Light-Induced Desaturative β-Alkoxyoxalylation of N-Aryl Cyclic Amines with Difluoromethyl Bromides and H2O Via a Triple Cleavage Process

“…Difluoromethyl bromides play an important role in organic synthesis and are widely used to introduce the CF 2 R group into molecules . A mass of transformations has been exploited using ethyl bromodifluoroacetate as a difluoroalkyl radical via single cleavage of C–Br bond .…”