Journal article
Primary sulfonamide synthesis using the sulfinylamine reagent N-sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO
- Abstract:
- Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents and a novel sulfinylamine reagent, t-BuONSO. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields in a convenient one-step process.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, 1.1MB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.0c03505
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Volume:
- 22
- Issue:
- 24
- Pages:
- 9495-9499
- Place of publication:
- United States
- Publication date:
- 2020-11-25
- Acceptance date:
- 2020-11-19
- DOI:
- EISSN:
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1523-7052
- ISSN:
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1523-7060
- Pmid:
-
33237777
- Language:
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English
- Keywords:
- Pubs id:
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1148019
- Local pid:
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pubs:1148019
- Deposit date:
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2021-02-12
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2020
- Rights statement:
- © 2020 American Chemical Society. This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
- Licence:
- CC Attribution (CC BY)
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