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Synthesis of 3,3-disubstituted thietane dioxides
File(s)
Author(s)
Saejong, Peerawat
Zhong, Jianing
Rojas, Juan J
White, Andrew
Choi, Chulho
Type
Journal Article
Abstract
4-Membered heterocycles have been increasingly exploited in medicinal chemistry and as small polar motifs often show important influence on activity and physicochemical properties. Thietane dioxides similarly offer potential in both agricultural and pharmaceutical applications but are notably understudied. Here we report a divergent approach to 3,3-disubstituted thietane dioxide derivatives by forming carbocations on the 4-membered ring with catalytic Lewis or Brønsted acids. Benzylic tertiary alcohols of the thietane dioxides are coupled directly with arenes, thiols and alcohols.
Date Issued
2024-11-01
Date Acceptance
2024-09-27
Citation
Journal of Organic Chemistry, 2024, 89 (21), pp.15718-15732
URI
URL
DOI
ISSN
0022-3263
Publisher
American Chemical Society
Start Page
15718
End Page
15732
Journal / Book Title
Journal of Organic Chemistry
Volume
89
Issue
21
Copyright Statement
© 2024 The Authors. Published by American Chemical Society. This publication is licensed under
CC-BY 4.0 .
License URL
Identifier
https://doi.org/10.1021/acs.joc.4c01843
Publication Status
Published
Date Publish Online
2024-10-11