Journal
SYNTHESIS-STUTTGART
Volume -, Issue 12, Pages 2075-2079Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1218782
Keywords
catalysis; oxidations; ring closure; heterocycles; organic radicals; benzotriazines; DBU
Categories
Funding
- Cyprus Research Promotion Foundation [YGamaEIA/BIOSigma/0308-(BIE)/13]
- State General Laboratory
- Agricultural Research Institute
- Ministry of Agriculture
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Blatter's radical, 1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (1a, R = H), and several of its C-7 substituted analogues (R = CF3, Cl, Br, I, Me, OMe) were prepared in good-to-excellent yields through catalytic oxidation of the corresponding amidrazones by using palladium-on-carbon (1.6 mol%) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.1-1.0 equiv) in air. The reaction conditions were suitable for the preparation of Blatter's radical on a one-gram scale in up to 87% yield.
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