Advances in transition metal-catalyzed C–H amination strategies using anthranils

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(44), P. 8794 - 8812

Published: Jan. 1, 2023

Modern times have witnessed an uprise in the synthesis and derivatization of nitrogen-containing fused heterocycles. Amination reactions involving nitrene chemistry always been most convenient choice for incorporation a nitrogen atom molecule. The utilization open species harnesses harsh conditions. Hence, transition metal-catalyzed C-H amination using aminating agents attractive choice. Electrophilic are well exploited due to their desirable reaction Out all, anthranils paved way forward utility simultaneously forming two new functional groups (amine carbonyl). follows metal-nitrenoid pathway. Often, has followed by Lewis acid or metal-mediated intramolecular cyclization directly produce This review broadly demonstrates as agent reactions. focus given scope, limitations, mechanistic understanding such electrophilic agent, anthranil, with metals.

Language: Английский

Palladium-Catalyzed Regioselective B(3,4,5,6)–H Tetra-Arylation of o-Carboranes

Inorganic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 21, 2025

A transition-metal-catalyzed iterative multiple cage B-H activation reaction for constructing multifunctionalization of o-carboranes in one pot is challenging. Herein, palladium-catalyzed regioselective tetra-arylation a wide range C(1)-N-aryl-o-carboranyl amides with aryl iodides has been developed. variety B(3,4,5,6)-tetra-arylated were synthesized good-to-excellent yields. Moreover, the mono-, di-, and triarylated intermediate products isolated, exact structures determined by NMR, high-resolution mass spectrometry, X-ray analysis, which provide rationale that order introduction groups into o-carborane B(4) > B(5) B(3)/B(6). This protocol represents powerful synthetic method polyfunctionalization derivatives under very mild simple conditions, offers valuable reference design synthesis molecular propellers based on carboranes.

Language: Английский