4.5 Article

Decarboxylative C-C and C-N Bond Formation by Ligand-Accelerated Iron Photocatalysis

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 39, Pages 6728-6732

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901381

Keywords

Decarboxylation; Iron; N ligands; Photocatalysis; Synthetic methods

Funding

  1. Natural Science Foundation of Shanghai [19ZR1468700]
  2. CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

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The photoexcited state lifetimes of iron complexes are typically much shorter than those of iridium and ruthenium complexes. For that reason, iron complexes find less application in photochemical organic synthesis. Through iron photocatalysis, a mild and effective protocol for decarboxylative C-C and C-N bond formation has been achieved. The carboxylic acids readily undergo radical decarboxylation in the presence of Fe-2(SO4)(3) and di-(2-picolyl)amine under visible light irradiation. The resulting alkyl radicals then react with Michael acceptors or azodicarboxylates to furnish the adducts.

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