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Efficient synthesis of benzo[c]cinnolines and azoarenes via dual C−N coupling of phthalhydrazide and trivalent halogen reagents

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Phthalhydrazide is proved to be an elegant N=N source to undergo tandem dual-C−N coupling/deprotection/oxidation with not only cyclic/linear diaryliodoniums but also rarely explored diarylbromoniums, giving benzo[c]cinnolines (up to 99% yield)... Click to show full abstract

Phthalhydrazide is proved to be an elegant N=N source to undergo tandem dual-C−N coupling/deprotection/oxidation with not only cyclic/linear diaryliodoniums but also rarely explored diarylbromoniums, giving benzo[c]cinnolines (up to 99% yield)...

Keywords: benzo cinnolines; dual coupling; cinnolines azoarenes; efficient synthesis; synthesis benzo

Journal Title: Organic Chemistry Frontiers
Year Published: 2023

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