Alcohol‐Directed Carboamination of Conjugated Enynes
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.
Authors
- Duncan K. Brownsey (ORCID: https://orcid.org/0000-0001-8812-1138)
- Helena Solé-Àvila
- Hugo Senelle
- Jerome Waser
Institutions
- Institute of Catalysis and Petrochemistry (RU)
- École Polytechnique Fédérale de Lausanne (CH)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2026-05-02
- DOI
- https://doi.org/10.1002/anie.6963888
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- École Polytechnique Fédérale de Lausanne