β-Functionalization of Saturated Aza-Heterocycles Enabled by Organic Photoredox Catalysis

Citations Over TimeTop 10% of 2021 papers

Abstract

The direct β-functionalization of saturated aza-heterocycles has remained a synthetic challenge because of the remote and unactivated nature of β-C-H bonds in these motifs. Herein, we demonstrate the β-functionalization of saturated aza-heterocycles enabled by a two-step organic photoredox catalysis approach. Initially, a photoredox-catalyzed copper-mediated dehydrogenation of saturated aza-heterocycles produces ene-carbamates. This is followed by an anti-Markovnikov hydrofunctionalization of the ene-carbamates with a range of heteroatom-containing nucleophiles furnishing an array of C-C, C-O, and C-N aza-heterocycles at the β-position.

Related Papers

• → In situ X-ray diffraction study of dehydrogenation of MgH2 with Ti-based additives(2014)34 cited
• → A kinetics study on continuous dehydrogenation of dodecahydro‐N‐ethylcarbazole(2024)4 cited
• → The catalytic effect of ZrCl4 on thermal dehydrogenation LiAlD4(2020)4 cited
• → Synthesis of Zn2TiO4 via solid-state method as a promising additive for dehydrogenation properties of NaAlH4(2023)3 cited
• → Dehydrogenation – Biological(2002)