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Iodine-catalyzed aerobic oxidation of o-alkylazoarenes to 2H-indazoles

An iodine-catalyzed aerobic-oxidative C-H functionalization of o-alkylazoarenes to afford 2H-indazoles has been developed. CuI was found to be an effective additive to accelerate the regeneration of iodine in the catalytic cycle. This catalytic system is suitable for both electron-rich and electron-...

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Bibliographic Details
Published in:Tetrahedron 2017-03, Vol.73 (10), p.1311-1316
Main Authors: Yi, Xiangli, Xi, Chanjuan
Format: Article
Language:English
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Summary:An iodine-catalyzed aerobic-oxidative C-H functionalization of o-alkylazoarenes to afford 2H-indazoles has been developed. CuI was found to be an effective additive to accelerate the regeneration of iodine in the catalytic cycle. This catalytic system is suitable for both electron-rich and electron-deficient azoarenes and tolerates a variety of functional groups with high yields. A gram-scale reaction was successfully conducted, proving the scalability of this reaction. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2017.01.035