4.4 Article

Synthesis of Coumarin 3-aldehyde Derivatives via Photocatalytic Cascade Radical Cyclization-Hydrolysis

Journal

CHEMISTRYSELECT
Volume 7, Issue 28, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202200822

Keywords

Cascade reaction; Coumarins derivatives; Formylation; Photocatalysis; Radical Process

Funding

  1. National Natural Science Foundation of China [21562026, 21762025]
  2. Natural Science Foundation of Jiangxi Province [20161BAB203084]
  3. Jiangxi Educational Committee [GJJ150362]

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A new synthetic method of coumarins 3-aldehyde via visible light stimulation and oxidation promotion cascade radical cyclization/hydrolysis process is reported, with good to excellent yields and valuable synthetic applications.
New synthetic method of coumarins 3-aldehyde via visible light stimulation and oxidation promotion cascade radical cyclization/hydrolysis process is reported. this reaction involves a two-step procedure, the 1,3-dioxolane radical is initiated in situ from 1,3-dioxolane via the excited Ru(bpy)(3)Cl-2 and oxidant TBHP, subsequently an addition to triple bond of various alkynes produces vinyl radicals, the radical intermediates can smoothly convert to coumarin 3-aldehyde via tandem cyclization/acidic hydrolysis process in good to excellent yields. Furthermore, the synthetic application valuable of coumarin 3-aldehyde is also evaluated in this work.

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