Rhodium(III)‐Catalyzed Annulation of 2‐Alkenyl Anilides with Alkynes through C−H Activation: Direct Access to 2‐Substituted Indolines |
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| Authors: | Marc Font Borja Cendón Andrés Seoane Prof?Dr José Luis Mascareñas Prof?Dr Moisés Gulías |
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| Institution: | Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, Santiago, de Compostela, Spain |
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| Abstract: | A RhIII complex featuring an electron‐deficient η5‐cyclopentadienyl ligand catalyzed an unusual annulation between alkynes and 2‐alkenyl anilides to form synthetically appealing 2‐substituted indolines. Formally, the process can be viewed as an allylic amination with concomitant hydrocarbonation of the alkyne. Mechanistic experiments indicate that this transformation involves an unusual rhodium migration with a concomitant 1,5‐H shift. |
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| Keywords: | annulation C− H activation indolines rhodium rhodium shift |
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