Rhodium‐Catalyzed Spiro Indenyl Benzoxazine Synthesis via C‐H Activation/Annulation of 3‐Aryl‐2H‐Benzo[b][1, 4]oxazines and Alkynes. Issue 29 (30th June 2020)

• Record Type: Journal Article
• Authors: Tan, Heng; Laishram, Ronibala Devi; Zhang, Xuexin; Shi, Guangrui; Li, Kangkui; Chen, Jingchao
• Is Part Of: European journal of organic chemistry. Issue 29(2020)
• Page Start: 4542
• Page End: 4546
• Publication Date: 2020-06-30
• Subjects: Spirocycles -- C–H activation -- Annulation -- Rhodium -- Homogeneous catalysis; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202000668
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : The rhodium (III)‐catalyzed annulation of 3‐Aryl‐2 H ‐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. Abstract : 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.