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Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles

Abstract:
We demonstrate how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalysed C–C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a commercial salt and ligand combination, is used to promote both an initial alkene or alkyne hydroacylation reaction, and then a Suzuki-type cross-coupling, resulting in a three-component assembly of the targeted heterocycles. Substrates based on N-, O- and S-heterocycles are included, as are a range of alkenes, alkynes and boronic acid derivatives.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/c6qo00057f

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


More from this funder
Funding agency for:
Willis, M
Grant:
Established Career Fellowship



Pubs id:
pubs:611156
UUID:
uuid:e932a94e-024d-4f33-b715-9603fafc5b6b
Local pid:
pubs:611156
Source identifiers:
611156
Deposit date:
2016-03-21
ARK identifier:

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