Recent Advances in the Ring-Forming Reactions of Ynamides

A novel metal-free annulation of ynamides with 2H-azirines catalyzed by BF 3 •Et 2 O is described, leading to the construction of polysubstituted 2-aminopyrroles in a facile, flexible, and atom-economical way. This synthetic strategy proceeds with efficiency, broad substrate scope, and short reaction time under mild reaction conditions. Furthermore, the obtained annulation products could be modified to generate diverse 2-iminopyrrole frameworks in high yields.

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TMSOTf-Catalyzed Reactions of N-Arylynamides with Sulfilimines To Construct 2-Aminoindoles and α-Arylated Amidines

Wang,

Wang

et al. 2024

J. Org. Chem.

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Here, we disclose an efficient TMSOTf-catalyzed C−H annulation of aryl-terminated N-arylynamides with sulfilimines, leading to the practical assembly of various valuable 2aminoindoles in generally moderate to excellent yields with a broad range of functional groups, while nonaryl terminated Narylynamides undergo TMSOTf-catalyzed aminative arylation with sulfilimines providing α-arylated amidines.

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Recent Advances in the Ring-Forming Reactions of Ynamides

Cited by 16 publications

References 26 publications

Brønsted acid-catalyzed asymmetric dearomatization of indolyl ynamides: Practical and enantioselective synthesis of polycyclic indolines

Brønsted acid-catalyzed asymmetric dearomatization of indolyl ynamides: Practical and enantioselective synthesis of polycyclic indolines

Synthesis of 2-Aminopyrroles Via Metal-Free Annulation of Ynamides with 2H-Azirines

TMSOTf-Catalyzed Reactions of N-Arylynamides with Sulfilimines To Construct 2-Aminoindoles and α-Arylated Amidines

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