[1, 2]-Phospha-Brook Rearrangement-Initiated Palladium-Catalyzed Cyclization Reaction of Isocyanides and o-Bromobenzaldehydes: Access to 2H-Isoindole-1-carboxamides and 2H-Isoindole-1-carbonitriles
Binbin Wang , Qiushan Gao , Huanfeng Jiang , Wanqing Wu
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (6) : 620 -626.
[1, 2]-Phospha-Brook Rearrangement-Initiated Palladium-Catalyzed Cyclization Reaction of Isocyanides and o-Bromobenzaldehydes: Access to 2H-Isoindole-1-carboxamides and 2H-Isoindole-1-carbonitriles
Herein, a [1, 2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2 H-isoindole-1-carboxamide and 2 H-isoindole-1-carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation and reaction conditions. Mechanistic studies show that the [1, 2]-phospha-Brook rearrangement is the key step in this reaction. This protocol offers a novel and concise strategy for the synthesis of 2 H-isoindole derivatives.
Palladium-catalyzed / Cyclization / [1, 2]-Phospha-Brook rearrangement / Isocyanides / Insertion / Heterocycles
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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