RhIII-Catalyzed [4 + 1] Annulations of 2-Hydroxy- and 2-Aminobenzaldehydes with Allenes: A Simple Method toward 3-Coumaranones and 3-Indolinones

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• 作者：Ramajayam Kuppusamy ; Parthasarathy Gandeepan ; Chien-Hong Cheng
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：August 7, 2015
• 年：2015
• 卷：17
• 期：15
• 页码：3846-3849
• 全文大小：426K
• ISSN：1523-7052

文摘

A novel method for the regio- and stereoselective synthesis of substituted 3-coumaranones from salicylaldehydes and allenes using a rhodium(III) catalyst has been developed. This procedure gives access to new 2-vinyl-substituted 3-coumaranone compounds. The method involves a Rh^III-catalyzed aldehyde C鈥揌 activation and annulation reactions. Moreover, this Rh^III-catalyzed [4 + 1] annulation reaction has been applied to 2-aminobenzaldehydes to afford 2,2-disubstituted 3-indolinones.