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Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades
[Image: see text] Radical 1,3-carboheteroarylation and 1,3-hydroalkylation of allylboronic esters comprising a 1,2-boron shift is reported. Allylboronic esters are generally used in synthesis as allylation reagents, where the boronic ester moiety gets lost. In the introduced cascades, alkylboronic e...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822490/ https://www.ncbi.nlm.nih.gov/pubmed/35080407 http://dx.doi.org/10.1021/acs.orglett.2c00039 |
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author | Jana, Kalipada Studer, Armido |
author_facet | Jana, Kalipada Studer, Armido |
author_sort | Jana, Kalipada |
collection | PubMed |
description | [Image: see text] Radical 1,3-carboheteroarylation and 1,3-hydroalkylation of allylboronic esters comprising a 1,2-boron shift is reported. Allylboronic esters are generally used in synthesis as allylation reagents, where the boronic ester moiety gets lost. In the introduced cascades, alkylboronic esters are obtained with the boron entity remaining in the product. The carboheteroarylation of the allylboronic esters are conducted without a metal catalyst, and the 1,3-hydroalkylation is achieved using iron catalysis. Both reactions work efficiently under mild conditions. |
format | Online Article Text |
id | pubmed-8822490 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-88224902022-02-08 Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades Jana, Kalipada Studer, Armido Org Lett [Image: see text] Radical 1,3-carboheteroarylation and 1,3-hydroalkylation of allylboronic esters comprising a 1,2-boron shift is reported. Allylboronic esters are generally used in synthesis as allylation reagents, where the boronic ester moiety gets lost. In the introduced cascades, alkylboronic esters are obtained with the boron entity remaining in the product. The carboheteroarylation of the allylboronic esters are conducted without a metal catalyst, and the 1,3-hydroalkylation is achieved using iron catalysis. Both reactions work efficiently under mild conditions. American Chemical Society 2022-01-26 2022-02-04 /pmc/articles/PMC8822490/ /pubmed/35080407 http://dx.doi.org/10.1021/acs.orglett.2c00039 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Jana, Kalipada Studer, Armido Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades |
title | Allylboronic Esters as Acceptors in Radical Addition,
Boron 1,2-Migration, and Trapping Cascades |
title_full | Allylboronic Esters as Acceptors in Radical Addition,
Boron 1,2-Migration, and Trapping Cascades |
title_fullStr | Allylboronic Esters as Acceptors in Radical Addition,
Boron 1,2-Migration, and Trapping Cascades |
title_full_unstemmed | Allylboronic Esters as Acceptors in Radical Addition,
Boron 1,2-Migration, and Trapping Cascades |
title_short | Allylboronic Esters as Acceptors in Radical Addition,
Boron 1,2-Migration, and Trapping Cascades |
title_sort | allylboronic esters as acceptors in radical addition,
boron 1,2-migration, and trapping cascades |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822490/ https://www.ncbi.nlm.nih.gov/pubmed/35080407 http://dx.doi.org/10.1021/acs.orglett.2c00039 |
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