Al-Saedy, M.A.E., Nassoy, A.C.M.A. and Harrity, J.P.A. (2017) Accounting for different reactivities of sulfinate and thiosulfate salts in regioselective azetidine coupling via C–H sulfenylation of indoles. Synlett, 29 (03). pp. 349-353. ISSN 0936-5214
Abstract
The regioselective incorporation of azetidines into heteroaromatic compounds is reported via a formal C–H sulfenylation reaction. While sodium sulfinate salts undergo C3 sulfenylation of electron-rich indoles only, the corresponding thiosulfate salts have proved to be more generally useful. A mechanistic hypothesis for the different reactivities of sulfinate and thiosulfate salts is provided.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © Georg Thieme Verlag Stuttgart · New York. This is an author produced version of a paper subsequently published in SYNLETT. Uploaded in accordance with the publisher's self-archiving policy. |
Keywords: | azetidines; coupling; indoles; C–H functionalization; thioethers |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 31 Oct 2017 14:57 |
Last Modified: | 13 Dec 2023 13:56 |
Status: | Published |
Publisher: | Georg Thieme Verlag |
Refereed: | Yes |
Identification Number: | 10.1055/s-0036-1591490 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:123237 |