Guin, A and Deswal, S and Biju, AT (2022) Ring-Opening 1,3-Carbothiolation of Donor-Acceptor Cyclopropanes Using Alkyl Halides and in Situ Generated Dithiocarbamates. In: Journal of Organic Chemistry, 87 (9). pp. 6504-6513.
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Abstract
Two-step, ring-opening 1,3-carbothiolation of donor-acceptor (D-A) cyclopropanes employing alkyl halides and in situ generated dithiocarbamates (from amines and CS2) has been demonstrated under mild conditions. The reaction is operationally simple and works with good functional group compatibility. Three new bonds including C-N, C-S, and C-C are formed in this 1,3-bifunctionalization strategy. Electron-poor olefins can also be used as electrophiles instead of alkyl halides. The use of enantiomerically pure D-A cyclopropane afforded enantiopure 1,3-carbothiolated product, thus demonstrating the stereospecificity of the reaction. © 2022 American Chemical Society. All rights reserved.
Item Type: | Journal Article |
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Publication: | Journal of Organic Chemistry |
Publisher: | American Chemical Society |
Additional Information: | The copyright for this article belongs to American Chemical Society |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 19 May 2022 08:55 |
Last Modified: | 19 May 2022 08:55 |
URI: | https://eprints.iisc.ac.in/id/eprint/72055 |
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