Phosphine-Catalyzed\n[3 + 4] Annulations of Salicylaldehyde\nSchiff Bases with α‑Substituted Allenes: Construction\nof Functionalized Benzoxepine Fused Succinimide Derivatives

Herein we reported a novel strategy for constructing\nbenzoxepine\nfused succinimide derivatives via a phosphine-catalyzed [3 + 4] cyclization\nof α-substituted allenes and salicylaldehyde Schiff bases. This\nmethodology serves as a conduit for the construction of benzoxepine\nderivatives in good yields under mild conditions by an unprecedented\nmode involving the β′-carbon of allenes. Density functional\ntheory calculations were conducted to study the possible mechanism.\nMoreover, this class of compounds exhibited the potential ability\nof cytotoxicity toward cancer cells.

Publication Details

Journal
Figshare
Published
2024-10-30
DOI
https://doi.org/10.1021/acs.orglett.4c02952.s001
Primary Topic
Catalytic Cross-Coupling Reactions
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article
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article

Phosphine-Catalyzed\n[3 + 4] Annulations of Salicylaldehyde\nSchiff Bases with α‑Substituted Allenes: Construction\nof Functionalized Benzoxepine Fused Succinimide Derivatives

Figshare
Catalytic Cross-Coupling Reactions
article

Phosphine-Catalyzed\n[3 + 4] Annulations of Salicylaldehyde\nSchiff Bases with α‑Substituted Allenes: Construction\nof Functionalized Benzoxepine Fused Succinimide Derivatives

article en

Abstract

Herein we reported a novel strategy for constructing\nbenzoxepine\nfused succinimide derivatives via a phosphine-catalyzed [3 + 4] cyclization\nof α-substituted allenes and salicylaldehyde Schiff bases. This\nmethodology serves as a conduit for the construction of benzoxepine\nderivatives in good yields under mild conditions by an unprecedented\nmode involving the β′-carbon of allenes. Density functional\ntheory calculations were conducted to study the possible mechanism.\nMoreover, this class of compounds exhibited the potential ability\nof cytotoxicity toward cancer cells.

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Catalytic Cross-Coupling Reactions
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Phosphine-Catalyzed\n[3 + 4] Annulations of Salicylaldehyde\nSchiff Bases with α‑Substituted Allenes: Construction\nof Functionalized Benzoxepine Fused Succinimide Derivatives · Figshare (2024) | TGRS Research Map | TGRS