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
Format:	Artikel
Sprache:	eng
Schlagworte:	Annulation C–H activation Homogeneous catalysis Rhodium Spirocycles
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creator	Tan, Heng Laishram, Ronibala Devi Zhang, Xuexin Shi, Guangrui Li, Kangkui Chen, Jingchao
description	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.
doi_str_mv	10.1002/ejoc.202000668
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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.</abstract><doi>10.1002/ejoc.202000668</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-6978-497X</orcidid></addata></record>
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subjects	Annulation C–H activation Homogeneous catalysis Rhodium Spirocycles
title	Rhodium‐Catalyzed Spiro Indenyl Benzoxazine Synthesis via C‐H Activation/Annulation of 3‐Aryl‐2H‐Benzo[b][1,4]oxazines and Alkynes
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