Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis

[Image: see text] A Pd-catalyzed heteroannulation approach for the synthesis of C2 borylated indoles is reported. The process allows access to highly functionalized 2-borylated indole scaffolds with complete control of regioselectivity. The utility of the process is demonstrated in the synthesis of...

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Autores principales: Bell, George E., Fyfe, James W. B., Israel, Eva M., Slawin, Alexandra M. Z., Campbell, Matthew, Watson, Allan J. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9062883/
https://www.ncbi.nlm.nih.gov/pubmed/35426314
http://dx.doi.org/10.1021/acs.orglett.2c00959
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author Bell, George E.
Fyfe, James W. B.
Israel, Eva M.
Slawin, Alexandra M. Z.
Campbell, Matthew
Watson, Allan J. B.
author_facet Bell, George E.
Fyfe, James W. B.
Israel, Eva M.
Slawin, Alexandra M. Z.
Campbell, Matthew
Watson, Allan J. B.
author_sort Bell, George E.
collection PubMed
description [Image: see text] A Pd-catalyzed heteroannulation approach for the synthesis of C2 borylated indoles is reported. The process allows access to highly functionalized 2-borylated indole scaffolds with complete control of regioselectivity. The utility of the process is demonstrated in the synthesis of borylated sulfa drugs and in the concise synthesis of the Aspidosperma alkaloid Goniomitine.
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spelling pubmed-90628832022-05-03 Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis Bell, George E. Fyfe, James W. B. Israel, Eva M. Slawin, Alexandra M. Z. Campbell, Matthew Watson, Allan J. B. Org Lett [Image: see text] A Pd-catalyzed heteroannulation approach for the synthesis of C2 borylated indoles is reported. The process allows access to highly functionalized 2-borylated indole scaffolds with complete control of regioselectivity. The utility of the process is demonstrated in the synthesis of borylated sulfa drugs and in the concise synthesis of the Aspidosperma alkaloid Goniomitine. American Chemical Society 2022-04-15 2022-04-29 /pmc/articles/PMC9062883/ /pubmed/35426314 http://dx.doi.org/10.1021/acs.orglett.2c00959 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 Bell, George E.
Fyfe, James W. B.
Israel, Eva M.
Slawin, Alexandra M. Z.
Campbell, Matthew
Watson, Allan J. B.
Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title_full Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title_fullStr Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title_full_unstemmed Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title_short Synthesis of 2-BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
title_sort synthesis of 2-bmida indoles via heteroannulation: applications in drug scaffold and natural product synthesis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9062883/
https://www.ncbi.nlm.nih.gov/pubmed/35426314
http://dx.doi.org/10.1021/acs.orglett.2c00959
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