Journal article
Two-component assembly of thiochroman-4-ones and tet-rahydrothiopyran-4-ones using a rhodium-catalyzed alkyne hydroacylation/thio-conjugate-addition sequence
- Abstract:
- β’-Thio-substituted-enones, assembled from the combination of β-tert-butylthio-substituted aldehydes and alkynes, using rhodium-catalysis, are shown to smoothly undergo in-situ intramolecular S-conjugate addition to deliver a range of S-heterocycles in a one-pot process. Aryl, alkenyl and alkyl aldehydes can all be employed, to provide thiochroman-4-ones, hexahydro-4H-thiochromen-4-ones and tetrahydrothiopyran-4-ones, respectively. A variety of in-situ oxidations are also performed, allowing access to S,S-dioxide derivatives, as well as unsaturated variants.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 975.3KB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.6b02909
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Volume:
- 18
- Issue:
- 21
- Pages:
- 5676-5679
- Publication date:
- 2016-10-25
- Acceptance date:
- 2016-10-24
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- Pubs id:
-
pubs:655182
- UUID:
-
uuid:577815ea-853a-4cc9-98a6-88270f081482
- Local pid:
-
pubs:655182
- Source identifiers:
-
655182
- Deposit date:
-
2016-10-26
Terms of use
- Copyright holder:
- © 2016 American Chemical Society
- Copyright date:
- 2016
- Notes:
- © 2016 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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