Enabling Aryl Chloride‐Mediated Palladium/Norbornene Cooperative Catalysis

Angewandte Chemie International Edition, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

While the palladium/norbornene (Pd/NBE) cooperative catalysis has become increasingly useful for arene functionalization, its substrate scope been mainly restricted to reactive aryl iodides and bromides. Despite being a more available attractive feedstock, common chlorides have not used as substrates Pd/NBE catalysis. Herein we report first general Pd/NBE-catalyzed vicinal difunctionalization of chlorides. Enabled by combination secondary-amide-substituted NBEs XPhos ligand, diverse can now undergo successful ortho alkylation, amination, acylation with different ipso terminations, including olefination, hydrogenation, alkynylation. To show utility this method, late-stage derivatizations complex bioactive compounds sequential functionalizations polyhaloarenes achieved.

Language: Английский

Enabling Aryl Chloride‐Mediated Palladium/Norbornene Cooperative Catalysis

Angewandte Chemie, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

Abstract While the palladium/norbornene (Pd/NBE) cooperative catalysis has become increasingly useful for arene functionalization, its substrate scope been mainly restricted to reactive aryl iodides and bromides. Despite being a more available attractive feedstock, common chlorides have not used as substrates Pd/NBE catalysis. Herein, we report first general Pd/NBE‐catalyzed vicinal difunctionalization of chlorides. Enabled by combination secondary‐amide‐substituted NBEs XPhos ligand, diverse can now undergo successful ortho alkylation, amination, acylation with different ipso terminations, including olefination, hydrogenation, alkynylation. To show utility this method, late‐stage derivatizations complex bioactive compounds sequential functionalizations polyhaloarenes achieved.

Language: Английский

Modular Synthesis of Polysubstituted α-Phosphorylated Arenes via the Catellani Strategy

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5770 - 5775

Published: June 28, 2024

In this paper, we described a palladium/norbornene-catalyzed

Language: Английский