Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl

[Image: see text] A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di-tert-butylneopentylphosphine) (P2), an air-stable, commercially available palladium precatalyst that allows rapid access to a monoligated state, has been identified for room-temperature, copper-free Sonogashira couplings of...

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Autores principales: Pohida, Katherine, Maloney, David J., Mott, Bryan T., Rai, Ganesha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644404/
https://www.ncbi.nlm.nih.gov/pubmed/31458021
http://dx.doi.org/10.1021/acsomega.8b01868
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author Pohida, Katherine
Maloney, David J.
Mott, Bryan T.
Rai, Ganesha
author_facet Pohida, Katherine
Maloney, David J.
Mott, Bryan T.
Rai, Ganesha
author_sort Pohida, Katherine
collection PubMed
description [Image: see text] A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di-tert-butylneopentylphosphine) (P2), an air-stable, commercially available palladium precatalyst that allows rapid access to a monoligated state, has been identified for room-temperature, copper-free Sonogashira couplings of challenging aryl bromides and alkynes. The mild reaction conditions with TMP in dimethyl sulfoxide afford up to 97% yields, excellent functional group tolerability, and broad reaction compatibility with access to one-pot indole formation.
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spelling pubmed-66444042019-08-27 Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl Pohida, Katherine Maloney, David J. Mott, Bryan T. Rai, Ganesha ACS Omega [Image: see text] A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di-tert-butylneopentylphosphine) (P2), an air-stable, commercially available palladium precatalyst that allows rapid access to a monoligated state, has been identified for room-temperature, copper-free Sonogashira couplings of challenging aryl bromides and alkynes. The mild reaction conditions with TMP in dimethyl sulfoxide afford up to 97% yields, excellent functional group tolerability, and broad reaction compatibility with access to one-pot indole formation. American Chemical Society 2018-10-10 /pmc/articles/PMC6644404/ /pubmed/31458021 http://dx.doi.org/10.1021/acsomega.8b01868 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Pohida, Katherine
Maloney, David J.
Mott, Bryan T.
Rai, Ganesha
Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title_full Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title_fullStr Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title_full_unstemmed Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title_short Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
title_sort room-temperature, copper-free sonogashira reactions facilitated by air-stable, monoligated precatalyst [dtbnpp] pd(crotyl)cl
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644404/
https://www.ncbi.nlm.nih.gov/pubmed/31458021
http://dx.doi.org/10.1021/acsomega.8b01868
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