Intramolecular Palladium-Catalyzed Direct Arylation vs. Heck Reactions: Synthesis of Pyrroloisoquinolines and Isoindoles

Authors

  • Sergio Lage,

    1. Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644, 48080 Bilbao, Spain, Fax: (+34)-49-4601-2748
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  • Unai Martínez-Estíbalez,

    1. Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644, 48080 Bilbao, Spain, Fax: (+34)-49-4601-2748
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  • Nuria Sotomayor,

    1. Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644, 48080 Bilbao, Spain, Fax: (+34)-49-4601-2748
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  • Esther Lete

    1. Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644, 48080 Bilbao, Spain, Fax: (+34)-49-4601-2748
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Abstract

The competition between C[BOND]H activation and Heck reactions has been studied on 2-alkenyl-substituted o-iodobenzylpyrroles. The reaction can be switched from the alkene to the pyrrole nucleus by choosing the adequate catalytic system, regardless of the nature of the substituent on the alkene, obtaining excellent yields of pyrrolo[1,2-b]isoquinolines or pyrrolo[2,1-a]isoindoles.

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