1,3-Dipolar Cycloaddition of 3-Amino Oxindole-Based Azomethine Ylides and O-Vinylphosphonylated Salicylaldehydes for Diastereoselective Synthesis of Oxindole Spiro-P,N-polycyclic Heterocycles

Abstract An efficient stereoselective assembly strategy for the construction of pyrrolidin-2,3′-oxindole cis -fused phosphadihydrocoumarins was established. The process involves the condensation of O-vinylphosphonylated salicylaldehydes and 3-amino oxindoles followed by intermolecular cycloaddition...

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Veröffentlicht in:Synthesis (Stuttgart) 2020-05, Vol.52 (9), p.1387-1397
Hauptverfasser: Huang, Tiao, Liu, Li, Wang, Qinghe, Wu, Mingshu, Kong, Dulin
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract An efficient stereoselective assembly strategy for the construction of pyrrolidin-2,3′-oxindole cis -fused phosphadihydrocoumarins was established. The process involves the condensation of O-vinylphosphonylated salicylaldehydes and 3-amino oxindoles followed by intermolecular cycloaddition with high diastereoselectivity and atom economy.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0039-1691597