Ni-catalyzed electrochemical decarboxylative C-C couplings in batch and continuous flow
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acs.orglett.8b00070.pdf
Description
Published version
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1.1 MB
Format
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Checksum (MD5)
78e947db5e96e2f88b8afe215cb6bb7a
Author(s)
Li, Hui
Breen, Christopher P.
Seo, Hyowon
Jamison, Timothy F
Fang, Yuan-Qing
Bio, Matthew M.
Date Issued
March 2018
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Li, Hui, et al. "Ni-catalyzed electrochemical decarboxylative C-C couplings in batch and continuous flow." Organic Letters 20, 5 (Mar. 2018): p. 1338-41 doi 10.1021/ACS.ORGLETT.8B00070 ©2018 Author(s)
Version
Final published version
Abstract
An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp[superscript 3])-C(sp[superscript 2]) bond-forming transformation exhibits excellent substrate generality and functional group compatibility. An operationally simple continuous-flow version of this transformation using a commercial electrochemical flow reactor represents a robust and scalable synthesis of value added coupling process.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Massachusetts Institute of Technology. Department of Chemical Engineering
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Creative Commons Attribution 4.0 International license
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DOI of Published Version
https://doi.org/10.1021/ACS.ORGLETT.8B00070
