Photoredox/copper-catalyzed formal cyclopropanation of olefins

Abstract

With a copper catalyst, generating cyclopropane compounds. Without a copper catalyst, generating six-membered compounds.

Photoredox/Copper-Catalyzed One-Pot Aminoalkylation/Cyclization of Alkenes with Primary Amines to Synthesize Polysubstituted γ-Lactams

“…On the basis of the experimental results and relevant literature, we propose the following mechanism (Figure ). First, a single-electron-transfer step occurs between excited Ir­(III)* and substrate 2a , releasing Ir­(IV) and an alkyl radical R• (•CF 2 CO 2 Et), which was trapped by substrate 1a to give benzyl radical Int-I .…”

Photoinduced Palladium-Catalyzed 1,2-Aminoalkylation of Aromatic Alkenes with Hydroxyl as the Directing Group

“…However, common inactive alkyl halide and derivatives failed to undergo this reaction, due to their higher negative reduction potential, which exceeded the reduction ability of the excited Ir complex. As part of our ongoing research in the field of difunctionalization of alkenes, we envisioned that Pd­(II) complex E could be generated from intermediate D via a single-electron transfer process, followed by isomerization to form o -quinone methide-Pd(0) complex F , which has a life span that is longer than that of the carbocation and avoids β-H elimination to be amenable for further C–N bond formation with amines. Herein, we report a visible-light-induced, three-component Pd-catalyzed 1,2-aminoalkylation of alkenes with readily available alkyl halides and amines.…”