Journal article
Synthesis of polysubstituted fused pyrroles by gold-catalyzed cycloisomerization/1,2-sulfonyl migration of yndiamides
- Abstract:
- Yndiamides (bis-N-substituted alkynes) are valuable precursors to azacycles. Here we report a cycloisomerization/1,2-sulfonyl migration of alkynyl-yndiamides to form tetrahydropyrrolopyrroles, unprecedented heterocyclic scaffolds that are relevant to medicinal chemistry. This functional group tolerant transformation can be achieved using Au(I) catalysis that proceeds at ambient temperature, and a thermally promoted process. The utility of the products is demonstrated by a range of reactions to functionalize the fused pyrrole core.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
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(Preview, Accepted manuscript, 1.3MB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.1c02360
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Volume:
- 23
- Issue:
- 16
- Pages:
- 6547-6552
- Publication date:
- 2021-08-09
- DOI:
- EISSN:
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1523-7052
- ISSN:
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1523-7060
- Pmid:
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34369785
- Language:
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English
- Keywords:
- Pubs id:
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1190426
- Local pid:
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pubs:1190426
- Deposit date:
-
2021-10-13
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2021
- Rights statement:
- © 2021 American Chemical Society
- Notes:
- This is the accepted manuscript version of the article. The final version is available online from American Chemical Society at: https://doi.org/10.1021/acs.orglett.1c02360
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