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Palladium-Catalyzed Intramolecular Oxidative Arylations for the Synthesis of Fused Biaryl Sulfones
[Image: see text] This study unveils palladium-catalyzed intramolecular oxidative cyclizations in biaryl and heterobiaryl sulfones providing direct access to fused biaryl sulfones (dibenzothiophene-5,5-dioxides). Variously substituted dibenzothiophene-5,5-dioxides could be readily prepared in good t...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641745/ https://www.ncbi.nlm.nih.gov/pubmed/31458702 http://dx.doi.org/10.1021/acsomega.8b00628 |
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author | Laha, Joydev K. Sharma, Shubhra |
author_facet | Laha, Joydev K. Sharma, Shubhra |
author_sort | Laha, Joydev K. |
collection | PubMed |
description | [Image: see text] This study unveils palladium-catalyzed intramolecular oxidative cyclizations in biaryl and heterobiaryl sulfones providing direct access to fused biaryl sulfones (dibenzothiophene-5,5-dioxides). Variously substituted dibenzothiophene-5,5-dioxides could be readily prepared in good to excellent yields under optimized conditions. In addition, bromination afforded dibromo derivative of dibenzothiophene-5,5-dioxides, providing platform for late-stage diversification. The translational applications of this current protocol have successfully been demonstrated in the synthesis of 2,8-diamino derivative of dibenzothiophene-5,5-dioxides, a α(7)-nicotinic acetylcholine receptor agonist analogue, and novel single fluorene-tethered dibenzothiophene-5,5-dioxide, an organic emitter. |
format | Online Article Text |
id | pubmed-6641745 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66417452019-08-27 Palladium-Catalyzed Intramolecular Oxidative Arylations for the Synthesis of Fused Biaryl Sulfones Laha, Joydev K. Sharma, Shubhra ACS Omega [Image: see text] This study unveils palladium-catalyzed intramolecular oxidative cyclizations in biaryl and heterobiaryl sulfones providing direct access to fused biaryl sulfones (dibenzothiophene-5,5-dioxides). Variously substituted dibenzothiophene-5,5-dioxides could be readily prepared in good to excellent yields under optimized conditions. In addition, bromination afforded dibromo derivative of dibenzothiophene-5,5-dioxides, providing platform for late-stage diversification. The translational applications of this current protocol have successfully been demonstrated in the synthesis of 2,8-diamino derivative of dibenzothiophene-5,5-dioxides, a α(7)-nicotinic acetylcholine receptor agonist analogue, and novel single fluorene-tethered dibenzothiophene-5,5-dioxide, an organic emitter. American Chemical Society 2018-05-02 /pmc/articles/PMC6641745/ /pubmed/31458702 http://dx.doi.org/10.1021/acsomega.8b00628 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 | Laha, Joydev K. Sharma, Shubhra Palladium-Catalyzed Intramolecular Oxidative Arylations for the Synthesis of Fused Biaryl Sulfones |
title | Palladium-Catalyzed Intramolecular Oxidative Arylations
for the Synthesis of Fused Biaryl Sulfones |
title_full | Palladium-Catalyzed Intramolecular Oxidative Arylations
for the Synthesis of Fused Biaryl Sulfones |
title_fullStr | Palladium-Catalyzed Intramolecular Oxidative Arylations
for the Synthesis of Fused Biaryl Sulfones |
title_full_unstemmed | Palladium-Catalyzed Intramolecular Oxidative Arylations
for the Synthesis of Fused Biaryl Sulfones |
title_short | Palladium-Catalyzed Intramolecular Oxidative Arylations
for the Synthesis of Fused Biaryl Sulfones |
title_sort | palladium-catalyzed intramolecular oxidative arylations
for the synthesis of fused biaryl sulfones |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641745/ https://www.ncbi.nlm.nih.gov/pubmed/31458702 http://dx.doi.org/10.1021/acsomega.8b00628 |
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