Cobalta‐Electrocatalyzed C−H Activation in Biomass‐Derived Glycerol: Powered by Renewable Wind and Solar Energy DOI Creative Commons
Tjark H. Meyer, Gleb A. Chesnokov, Lutz Ackermann

et al.

ChemSusChem, Journal Year: 2020, Volume and Issue: 13(4), P. 668 - 671

Published: Jan. 9, 2020

Abstract Aqueous glycerol was identified as a renewable reaction medium for metalla‐electrocatalyzed C−H activation powered by sustainable energy sources. The solvent employed cobalt‐catalyzed C−H/N−H functionalizations under mild conditions. cobalta‐electrocatalysis manifold occurred with high levels of chemo‐ and positional selectivity allowed electrochemical activations broad substrate scope. resource economy this strategy considerably substantiated the direct use solar wind energy.

Language: Английский

Additive-Controlled Divergent Synthesis of Tetrasubstituted 1,3-Enynes and Alkynylated 3H-Pyrrolo[1,2-a]indol-3-ones via Rhodium Catalysis DOI
Fei Zhao,

Xin Gong,

Yangbin Lu

et al.

Organic Letters, Journal Year: 2021, Volume and Issue: 23(3), P. 727 - 733

Published: Jan. 8, 2021

Herein, we report the additive-controlled divergent synthesis of tetrasubstituted 1,3-enynes and alkynylated 3H-pyrrolo[1,2-a]indol-3-ones through rhodium-catalyzed C-H alkenylation/DG migration [3+2] annulation, respectively. This protocol features rare directing group in 1,3-diyne-involved activation, excellent regio- stereoselectivity, monofunctionalization over difunctionalization, broad substrate scope, moderate to high yields, good functional compatibility, mild redox-neutral conditions.

Language: Английский

Citations

52

Synthesis of Quinoxalines through Cu-electrocatalytic Azidation/Annulation Cascade at Low Catalyst Loading DOI
Mrinmay Baidya, Suman De Sarkar

Organic Letters, Journal Year: 2023, Volume and Issue: 25(31), P. 5896 - 5901

Published: July 29, 2023

A Cu-electrocatalytic azidation of N-aryl enamines and subsequent denitrogenative annulation for the construction quinoxaline frameworks is reported. Only 0.5 mol % copper(II) chloride was employed this cascade transformation displaying excellent functional-group compatibility even with complex bioactive scaffolds. The efficient electro-oxidative protocol enables use NaN3 as cheapest azide source. Detailed mechanistic experiments, cyclic voltammetry, spectroscopic studies provided strong evidence a dual role Cu catalyst in azidyl iminyl radical generation steps.

Language: Английский

Citations

20

C–N Axially Chiral Heterobiaryl Isoquinolinone Skeletons Construction via Cobalt-Catalyzed Atroposelective C–H Activation/Annulation DOI

Xinhai Wang,

Xiao‐Ju Si,

Yingjie Sun

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6240 - 6245

Published: Aug. 18, 2023

Herein, the atroposelective construction of isoquinolinones bearing a C-N chiral axis has been successfully developed via Co-catalyzed C-H bond activation and annulation process. This conversion can be effectively carried out in an environmentally friendly oxygen atmosphere to generate target axially frameworks with excellent reactivities enantioselectivities (up >99% ee) absence any additives. Additionally, current protocol proved alternative approach for axial architectures fabrication under electrochemical conditions cobalt/Salox catalysis, this strategy allowed efficient atom-economical synthesis various mild reaction conditions.

Language: Английский

Citations

18

Traceless Bidentate Directing Group Assisted Cobalt-Catalyzed sp2-C–H Activation and [4 + 2]-Annulation Reaction with 1,3-Diynes DOI
Arnab Dey, Chandra M. R. Volla

Organic Letters, Journal Year: 2020, Volume and Issue: 22(19), P. 7480 - 7485

Published: Sept. 16, 2020

An efficient cobalt-catalyzed [4 + 2] annulation of hydrazones and 1,3-diynes has been developed for the synthesis 3-alkynylated isoquinolines engaging 2-aminopyridine as a traceless bidentate directing group. The strategy successfully extended 3,3′-biisoquinoline moieties via both one-pot well sequential approaches. utilization group with an inexpensive earth-abundant cobalt-catalyst under operationally simple reaction conditions makes present transformation more valuable appealing.

Language: Английский

Citations

47

Cobalta‐Electrocatalyzed C−H Activation in Biomass‐Derived Glycerol: Powered by Renewable Wind and Solar Energy DOI Creative Commons
Tjark H. Meyer, Gleb A. Chesnokov, Lutz Ackermann

et al.

ChemSusChem, Journal Year: 2020, Volume and Issue: 13(4), P. 668 - 671

Published: Jan. 9, 2020

Abstract Aqueous glycerol was identified as a renewable reaction medium for metalla‐electrocatalyzed C−H activation powered by sustainable energy sources. The solvent employed cobalt‐catalyzed C−H/N−H functionalizations under mild conditions. cobalta‐electrocatalysis manifold occurred with high levels of chemo‐ and positional selectivity allowed electrochemical activations broad substrate scope. resource economy this strategy considerably substantiated the direct use solar wind energy.

Language: Английский

Citations

40