Ni-Catalyzed Electrochemical Decarboxylative C–C
Couplings in Batch and Continuous Flow
Version 2 2018-02-12, 20:20
Version 1 2018-02-12, 05:40
Posted on 2018-02-12 - 20:20
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(sp3)–C(sp2) 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.
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Li, Hui; Breen, Christopher P.; Seo, Hyowon; Jamison, Timothy F.; Fang, Yuan-Qing; Bio, Matthew M. (2018). Ni-Catalyzed Electrochemical Decarboxylative C–C
Couplings in Batch and Continuous Flow. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b00070
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AUTHORS (6)
HL
Hui Li
CB
Christopher P. Breen
HS
Hyowon Seo
TJ
Timothy F. Jamison
YF
Yuan-Qing Fang
MB
Matthew M. Bio
KEYWORDS
electrochemical cellamineDecarboxylativecontinuous-flow versiongroup compatibilityreductantaryl halidesnickel-catalyzed reductivescalable synthesisdecarboxylativeelectrochemicallyreaction proceedsCouplinghydroxyphthalimide estersBatchbond-forming transformation exhibitselectrochemical flow reactorsubstrate generalityElectrochemicalContinuous FlowNi-Catalyzed