Controllable Synthesis\nof Benzo[<i>b</i>]furo[2,3‑<i>d</i>]azepines\nor Furo[3,2‑<i>b</i>]indoles via Intermolecular Oxidative\nAnnulation of 2‑(Furan-2-yl)anilines\nand Propargyl Carbonates versus Intramolecular

Two\nnovel Pd-catalyzed protocols for the controllable synthesis\nof benzo[<i>b</i>]furo[2,3-<i>d</i>]azepines and\nfuro[3,2-<i>b</i>]indoles have been developed by intermolecular\noxidative annulation of 2-(furan-2-yl)anilines and propargyl carbonates\nversus intramolecular C–H amination reactions. These two protocols\nfeature great scalability, functional group tolerance, and relatively\nmild reaction conditions. Notably, the robust methodologies could\nalso provide valuable opportunities for assembling azepine-fused benzothiophene,\nindole-fused benzothiophene, and indole-fused benzimidazole, which\nmay have potential applications in the synthesis of related pharmaceuticals\nor polymeric materials.

Publication Details

Journal
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Published
2024-12-12
DOI
https://doi.org/10.1021/acs.joc.4c02293.s001
Primary Topic
Catalytic C–H Functionalization Methods
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article
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article

Controllable Synthesis\nof Benzo[b]furo[2,3‑d]azepines\nor Furo[3,2‑b]indoles via Intermolecular Oxidative\nAnnulation of 2‑(Furan-2-yl)anilines\nand Propargyl Carbonates versus Intramolecular

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Catalytic C–H Functionalization Methods
article

Controllable Synthesis\nof Benzo[b]furo[2,3‑d]azepines\nor Furo[3,2‑b]indoles via Intermolecular Oxidative\nAnnulation of 2‑(Furan-2-yl)anilines\nand Propargyl Carbonates versus Intramolecular

article en

Abstract

Two\nnovel Pd-catalyzed protocols for the controllable synthesis\nof benzo[<i>b</i>]furo[2,3-<i>d</i>]azepines and\nfuro[3,2-<i>b</i>]indoles have been developed by intermolecular\noxidative annulation of 2-(furan-2-yl)anilines and propargyl carbonates\nversus intramolecular C–H amination reactions. These two protocols\nfeature great scalability, functional group tolerance, and relatively\nmild reaction conditions. Notably, the robust methodologies could\nalso provide valuable opportunities for assembling azepine-fused benzothiophene,\nindole-fused benzothiophene, and indole-fused benzimidazole, which\nmay have potential applications in the synthesis of related pharmaceuticals\nor polymeric materials.

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Openalex Percentile: Top 72%
Catalytic C–H Functionalization Methods
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