Cobalt(II)-Catalyzed Selective C2–H Heck Reaction of Native (N–H) Indoles Enabled by Salicylaldehyde Ligand

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 8, 2025

Direct functionalization of native (N–H) indoles via C–H activation remains a challenge. Herein, we report salicylaldehyde-promoted cobalt-catalyzed selective C2–H Heck reaction with both active and unactivated olefins in the presence free N–H bonds. A series structurally diverse C2-alkenylated including natural product drug derivatives were prepared directly effectively without additional preprotection deprotection procedures.

Language: Английский

Palladium‐Catalyzed Denitrogenative Coupling of Aryldiazonium Salts with Terminal Alkynes for the Assembly of Internal Alkynes

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(40)

Published: July 11, 2024

Abstract An N‐heterocyclic carbene palladium (NHC‐palladium)‐catalyzed denitrogenative coupling of aryldiazonium salts with terminal alkynes in ionic liquids has been accomplished. This catalytic strategy provides an effective and green synthetic protocol for the assembly structurally diverse internal excellent functional group compatibility mild conditions. In presence 1 mol % IMes‐Pd‐Im‐Cl 2 as catalyst, a wide range could be excellently tolerated. Basic liquid plays crucial role this system, which not only acts solvent, but also basic environment carbon‐carbon bond formation process. Notably, system recycled up to six times reused without significant loss activity.

Language: Английский