Journal article
Sulfinates from amines: A radical approach to alkyl sulfonyl derivatives via donor–acceptor activation of pyridinium salts
- Abstract:
- Synthetically versatile alkyl sulfinates can be prepared from readily available amines, using Katritzky pyridinium salt intermediates. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor–acceptor (EDA) complex, and trapped by SO2 to generate sulfonyl radicals. Hydrogen atom transfer (HAT) from Hantzsch ester gives alkyl sulfinate products, which are used to prepare a selection of medicinal chemistry relevant sulfonyl-containing motifs.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
-
-
(Preview, Accepted manuscript, pdf, 592.9KB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.1c03194
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Volume:
- 23
- Issue:
- 21
- Pages:
- 8488-8493
- Publication date:
- 2021-10-14
- Acceptance date:
- 2021-10-12
- DOI:
- EISSN:
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1523-7052
- ISSN:
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1523-7060
- Language:
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English
- Keywords:
- Pubs id:
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1202956
- Local pid:
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pubs:1202956
- Deposit date:
-
2021-10-15
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2021
- Rights statement:
- Copyright © 2021 American Chemical Society.
- Notes:
-
This is the accepted manuscript version of the article. The final version is available from American Chemical Society at https://doi.org/10.1021/acs.orglett.1c03194
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