Nitrones as Trapping Reagents of α, β??Unsaturated Carbene Intermediates–[1, 2] Oxazino [5, 4??b] indoles by a Platinum??Catalyzed Intermolecular [3+ 3] …

W Yang, T Wang, Y Yu, S Shi, T Zhang…

Index: Yang, Weibo; Wang, Tao; Yu, Yang; Shi, Shuai; Zhang, Tuo; Hashmi, A. Stephen K. Advanced Synthesis and Catalysis, 2013 , vol. 355, # 8 p. 1523 - 1528

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Citation Number: 13

Abstract

Abstract Some readily available Boc-protected 2-(3-methoxy-1-propynyl) anilines and nitrones in platinum-catalyzed reactions deliver [1, 2] oxazino [5, 4-b] indoles. Twelve examples with yields of 41–95% are reported. Different substituents like nitro, trifluoromethyl, fluoro, bromo, and ester groups are tolerated. With regard to the mechanism, this reaction probably combines an initial intramolecular cyclization/elimination to vinylcarbenoid ...