Assembly of Phospha‐Xanthenes from Functionalized Organophosphines and Arynes through a Formal (4+2) Annulation‐Inspired Cascade

Assembly of Phospha‐Xanthenes from Functionalized Organophosphines and Arynes through a Formal (4+2) Annulation‐Inspired Cascade

Herein, we report an approach to phospha‐xanthenes from ortho‐chalcone based organophosphines and arynes. These reactions proceeded through a sequential process consisting of a formal [4+2] cycloaddition, arylation, P−OH formation and P−C bond cleavage. A gram‐scale preparation and a chemical conver...

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Veröffentlicht in:Advanced synthesis & catalysis 2023-11, Vol.365 (22), p.3849-3854
Hauptverfasser: Gu, Lijie, Zhang, Congcong, Bu, Zhanwei, Wang, Qilin
Format: Artikel
Sprache:eng
Schlagworte:
Aryne chemistry
Cascade reaction
Chemical reactions
Cycloaddition
Mechanistic studies
Organophosphines
Phospha-xanthenes
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Zusammenfassung:Herein, we report an approach to phospha‐xanthenes from ortho‐chalcone based organophosphines and arynes. These reactions proceeded through a sequential process consisting of a formal [4+2] cycloaddition, arylation, P−OH formation and P−C bond cleavage. A gram‐scale preparation and a chemical conversion were performed to demonstrate the synthetic utility of this method. Also, a possible mechanism was proposed based on the control experiments.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300940