A Catellani and retro -Diels–Alder strategy to access 1-amino phenanthrenes via ortho - and interannular C–H activation of 2-iodobiphenyls

An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O -benzoylhydroxylamines, and norbornadiene has been developed to construct diverse 1-amino phenanthrene derivatives. The methodology realizes simultaneous construction of one C–N bond and two C–C bonds via a Catell...

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Veröffentlicht in:Organic Chemistry Frontiers 2021-11, Vol.8 (23), p.6535-6540
Hauptverfasser: Sun, Mingjie, Chen, Xinyang, Feng, Zichao, Deng, Guobo, Yang, Yuan, Liang, Yun
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Sprache:eng
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Zusammenfassung:An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O -benzoylhydroxylamines, and norbornadiene has been developed to construct diverse 1-amino phenanthrene derivatives. The methodology realizes simultaneous construction of one C–N bond and two C–C bonds via a Catellani and retro -Diels–Alder strategy by ortho - and interannular C–H activation of 2-iodobiphenyls. Furthermore, this methodology features good functional group tolerance and broad substrate scope.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D1QO01103K