Work

Alcohol‐Directed Carboamination of Conjugated Enynes

Year: 2026

Type: article

Abstract: We report a Pd-catalyzed carboamination of conjugated enynes for the direct synthesis of functionalized allenic amines. The reaction proceeds through a selective 1,4-coupling of anilines and aryl triflates with enynes, utilizing a free alcohol as a native directing group. The obtained allenes undergo versatile transformations, including cyclization to dihydropyrans, hydroamination, and tandem carboamination sequences. Notably, the use of primary anilines enables a second carboamination to generate multifunctionalized 3-pyrroline heterocycles through dual C-N bond formation with two distinct aryl triflates. The transformation represents a novel approach to allene synthesis and heterocycle construction through sequential carboamination events.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.6963888

Authors: Helena Solé‐Àvila, Duncan K. Brownsey, Hugo Senelle, Jerome Waser

Institutions: NCCR Catalysis, École Polytechnique Fédérale de Lausanne

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,510

Funder: École Polytechnique Fédérale de Lausanne