Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes

[Image: see text] We disclose a palladium and urea ligand-mediated heteroannulation of 2-bromophenols and 1,3-dienes. This method addresses synthetic challenges present in the palladium-catalyzed heteroannulation of bifunctional reagents and olefins by engaging a diverse scope of coupling partners u...

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Autores principales: Houghtling, Kaitlyn E., Canfield, Amanda M., Paradine, Shauna M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9380016/
https://www.ncbi.nlm.nih.gov/pubmed/35904546
http://dx.doi.org/10.1021/acs.orglett.2c02301
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author Houghtling, Kaitlyn E.
Canfield, Amanda M.
Paradine, Shauna M.
author_facet Houghtling, Kaitlyn E.
Canfield, Amanda M.
Paradine, Shauna M.
author_sort Houghtling, Kaitlyn E.
collection PubMed
description [Image: see text] We disclose a palladium and urea ligand-mediated heteroannulation of 2-bromophenols and 1,3-dienes. This method addresses synthetic challenges present in the palladium-catalyzed heteroannulation of bifunctional reagents and olefins by engaging a diverse scope of coupling partners under a unified set of reaction conditions. Our recently developed urea ligand platform outperforms phosphine ligands to generate the dihydrobenzofuran motif in a convergent manner.
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spelling pubmed-93800162022-08-17 Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes Houghtling, Kaitlyn E. Canfield, Amanda M. Paradine, Shauna M. Org Lett [Image: see text] We disclose a palladium and urea ligand-mediated heteroannulation of 2-bromophenols and 1,3-dienes. This method addresses synthetic challenges present in the palladium-catalyzed heteroannulation of bifunctional reagents and olefins by engaging a diverse scope of coupling partners under a unified set of reaction conditions. Our recently developed urea ligand platform outperforms phosphine ligands to generate the dihydrobenzofuran motif in a convergent manner. American Chemical Society 2022-07-29 2022-08-12 /pmc/articles/PMC9380016/ /pubmed/35904546 http://dx.doi.org/10.1021/acs.orglett.2c02301 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Houghtling, Kaitlyn E.
Canfield, Amanda M.
Paradine, Shauna M.
Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title_full Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title_fullStr Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title_full_unstemmed Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title_short Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes
title_sort convergent synthesis of dihydrobenzofurans via urea ligand-enabled heteroannulation of 2-bromophenols with 1,3-dienes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9380016/
https://www.ncbi.nlm.nih.gov/pubmed/35904546
http://dx.doi.org/10.1021/acs.orglett.2c02301
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