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Diarylamine Synthesis via Desulfinylative Smiles Rearrangement
[Image: see text] Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherwise inaccessible by traditi...
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/PMC8893360/ https://www.ncbi.nlm.nih.gov/pubmed/35094513 http://dx.doi.org/10.1021/acs.orglett.1c04122 |
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author | Sephton, Thomas Large, Jonathan M. Butterworth, Sam Greaney, Michael F. |
author_facet | Sephton, Thomas Large, Jonathan M. Butterworth, Sam Greaney, Michael F. |
author_sort | Sephton, Thomas |
collection | PubMed |
description | [Image: see text] Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherwise inaccessible by traditional S(N)Ar chemistry. The reaction highlights the distinct reactivity of the sulfinamide group in Smiles rearrangements versus that of the more common sulfonamides. |
format | Online Article Text |
id | pubmed-8893360 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-88933602022-03-04 Diarylamine Synthesis via Desulfinylative Smiles Rearrangement Sephton, Thomas Large, Jonathan M. Butterworth, Sam Greaney, Michael F. Org Lett [Image: see text] Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherwise inaccessible by traditional S(N)Ar chemistry. The reaction highlights the distinct reactivity of the sulfinamide group in Smiles rearrangements versus that of the more common sulfonamides. American Chemical Society 2022-01-30 2022-02-11 /pmc/articles/PMC8893360/ /pubmed/35094513 http://dx.doi.org/10.1021/acs.orglett.1c04122 Text en © 2022 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 | Sephton, Thomas Large, Jonathan M. Butterworth, Sam Greaney, Michael F. Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title | Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title_full | Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title_fullStr | Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title_full_unstemmed | Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title_short | Diarylamine Synthesis via Desulfinylative Smiles Rearrangement |
title_sort | diarylamine synthesis via desulfinylative smiles rearrangement |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8893360/ https://www.ncbi.nlm.nih.gov/pubmed/35094513 http://dx.doi.org/10.1021/acs.orglett.1c04122 |
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