Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts

[Image: see text] Herein are reported ligand-coupling reactions of Grignard reagents with pyridylsulfonium salts. The method has wide functional group tolerance and enables the formation of bis-heterocycle linkages, including 2,4′-, 2,3′-, and 2,2′-bipyridines, as well as pyridines linked to pyrimid...

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Autores principales: Horan, Alexandra M., Duong, Vincent K., McGarrigle, Eoghan M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8650099/
https://www.ncbi.nlm.nih.gov/pubmed/34784224
http://dx.doi.org/10.1021/acs.orglett.1c03379
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author Horan, Alexandra M.
Duong, Vincent K.
McGarrigle, Eoghan M.
author_facet Horan, Alexandra M.
Duong, Vincent K.
McGarrigle, Eoghan M.
author_sort Horan, Alexandra M.
collection PubMed
description [Image: see text] Herein are reported ligand-coupling reactions of Grignard reagents with pyridylsulfonium salts. The method has wide functional group tolerance and enables the formation of bis-heterocycle linkages, including 2,4′-, 2,3′-, and 2,2′-bipyridines, as well as pyridines linked to pyrimidines, pyrazines, isoxazoles, and benzothiophenes. The methodology was successfully applied to the synthesis of the natural products caerulomycin A and E.
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spelling pubmed-86500992021-12-08 Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts Horan, Alexandra M. Duong, Vincent K. McGarrigle, Eoghan M. Org Lett [Image: see text] Herein are reported ligand-coupling reactions of Grignard reagents with pyridylsulfonium salts. The method has wide functional group tolerance and enables the formation of bis-heterocycle linkages, including 2,4′-, 2,3′-, and 2,2′-bipyridines, as well as pyridines linked to pyrimidines, pyrazines, isoxazoles, and benzothiophenes. The methodology was successfully applied to the synthesis of the natural products caerulomycin A and E. American Chemical Society 2021-11-16 2021-12-03 /pmc/articles/PMC8650099/ /pubmed/34784224 http://dx.doi.org/10.1021/acs.orglett.1c03379 Text en © 2021 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 Horan, Alexandra M.
Duong, Vincent K.
McGarrigle, Eoghan M.
Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title_full Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title_fullStr Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title_full_unstemmed Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title_short Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
title_sort synthesis of bis-heteroaryls using grignard reagents and pyridylsulfonium salts
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8650099/
https://www.ncbi.nlm.nih.gov/pubmed/34784224
http://dx.doi.org/10.1021/acs.orglett.1c03379
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