ArticleChemical science2017
Sequential catalysis: exploiting a single rhodium(i) catalyst to promote an alkyne hydroacylation-aryl boronic acid conjugate addition sequence.
Article in Chemical science, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Copper-Catalyzed One-Pot Functionalization of Styrenes: Application toward Pharmaceutically Relevant Phenylethylamine Triazole Scaffolds.The Journal of organic chemistry · 2025Article
- Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes.ACS catalysis · 2021Article
- α-Amidoaldehydes as Substrates in Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Synthesis of α-Amidoketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We demonstrate that a single Rh(i) complex can promote two mechanistically distinct C-C bond-forming reactions - alkyne hydroacylation and aryl boronic acid conjugate addition - to deliver substituted ketone products from the controlled assembly of three readily available fragments. This is a rare example of a Rh(i)/Rh(iii) cycle and a redox neutral Rh(i) cycle being promoted by a single catalyst. The process is broad in scope, allowing significant variation of all three reaction components. Incorporation of an enantiomerically pure bis-phosphine ligand renders the process enantioselective. Superior levels of enantioselectivity (up to >99% ee) can be achieved from using a two catalyst system, whereby two Rh(i) complexes, one incorporating an achiral bis-phosphine ligand and the second a chiral diene ligand, are introduced at the start of the reaction sequence.
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Registered trials
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