a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones

We show that readily available α‐amidoaldehydes are effective substrates for intermolecular Rh‐catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C6H5F)][BArF4] provides good reactivity, and allows a broad range of aldehydes and alkynes to be used as substrates, delivering α‐amidoketo...

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Autors principals: Pal, R, O'Brien, SC, Willis, MC
Format: Journal article
Idioma:English
Publicat: Wiley 2020
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author Pal, R
O'Brien, SC
Willis, MC
author_facet Pal, R
O'Brien, SC
Willis, MC
author_sort Pal, R
collection OXFORD
description We show that readily available α‐amidoaldehydes are effective substrates for intermolecular Rh‐catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C6H5F)][BArF4] provides good reactivity, and allows a broad range of aldehydes and alkynes to be used as substrates, delivering α‐amidoketone products. High yields and high levels of regioselectivity are achieved. The use of α‐amidoaldehydes as substrates establishes that 1,4‐dicarbonyl motifs can be used as controlling groups in Rh‐catalyzed hydroacylation reactions.
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spelling oxford-uuid:23c8f43d-02db-4f5c-a189-36015cab5e052022-03-26T11:46:12Za-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketonesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:23c8f43d-02db-4f5c-a189-36015cab5e05EnglishSymplectic ElementsWiley2020Pal, RO'Brien, SCWillis, MCWe show that readily available α‐amidoaldehydes are effective substrates for intermolecular Rh‐catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C6H5F)][BArF4] provides good reactivity, and allows a broad range of aldehydes and alkynes to be used as substrates, delivering α‐amidoketone products. High yields and high levels of regioselectivity are achieved. The use of α‐amidoaldehydes as substrates establishes that 1,4‐dicarbonyl motifs can be used as controlling groups in Rh‐catalyzed hydroacylation reactions.
spellingShingle Pal, R
O'Brien, SC
Willis, MC
a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title_full a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title_fullStr a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title_full_unstemmed a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title_short a-Amidoaldehydes as substrates in rhodium-catalyzed intermolecular alkyne hydroacylation: The synthesis of a-amidoketones
title_sort a amidoaldehydes as substrates in rhodium catalyzed intermolecular alkyne hydroacylation the synthesis of a amidoketones
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AT obriensc aamidoaldehydesassubstratesinrhodiumcatalyzedintermolecularalkynehydroacylationthesynthesisofaamidoketones
AT willismc aamidoaldehydesassubstratesinrhodiumcatalyzedintermolecularalkynehydroacylationthesynthesisofaamidoketones