C3-Heteroarylation of Indoles via Cu(II)-Catalyzed Aminocupration and Subsequent Nucleophilic Addition of o-Alkynylanilines

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

Published: Feb. 23, 2025

Transition-metal-catalyzed aminometalation of o-alkynylanilines is a promising pathway for the synthesis C3-functionalized indoles. Herein, we describe Cu(II)-catalyzed site-selective C3-heteroarylation indoles from and quinoline N-oxides. A plausible reaction mechanism involving aminocupration followed by nucleophilic addition Cu(II)-indolyl complexes to N-oxides was proposed. Post-transformations generated C3-heteroarylated demonstrated broad applicability developed method.

Language: Английский

Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent

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

Published: April 3, 2025

A divergent [5 + 1] cyclization reaction of o-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones high chemoselectivity. In this discovery, blooms as a multifunctional reagent to participate in cyclization. The potential new finding is further emphasized by assembling the benzothiazole heteroarene via [4 version tolerating bioactive units well.

Language: Английский