Rhodium‐Catalyzed Spiro Indenyl Benzoxazine Synthesis via C‐H Activation/Annulation of 3‐Aryl‐2H‐Benzo[b][1,4]oxazines and Alkynes

The rhodium (III)‐catalyzed annulation of 3‐Aryl‐2H‐Benzo[b][1,4]oxazines with alkynes via C–H activation has been developed. This reaction afforded a series of spiro indenyl benzoxazine in high yields under mild reaction condition with good functional group tolerance. A highly efficient synthesis o...

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Veröffentlicht in:European journal of organic chemistry 2020-08, Vol.2020 (29), p.4542-4546
Hauptverfasser: Tan, Heng, Laishram, Ronibala Devi, Zhang, Xuexin, Shi, Guangrui, Li, Kangkui, Chen, Jingchao
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Sprache:eng
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Zusammenfassung:The rhodium (III)‐catalyzed annulation of 3‐Aryl‐2H‐Benzo[b][1,4]oxazines with alkynes via C–H activation has been developed. This reaction afforded a series of spiro indenyl benzoxazine in high yields under mild reaction condition with good functional group tolerance. A highly efficient synthesis of novel spirocyclic benzoxazine‐indenes from benzoxazine and alkynes via imine directed C–H activation/annulation using rhodium catalyst was reported. The methodology could be applied to various benzoxazines and alkynes, giving the corresponding spiro indenyl benzoxazine as spirocycle products in good yields.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202000668