Synthesis of\n3‑Benzazepines via Cobalt-Catalyzed\nC–H Bond Functionalization with CaC<sub>2</sub> as the Acetylene\nSource

Herein, we report a simple method for the synthesis of\n3-benzazepine\nderivatives via a cobalt-catalyzed, picolinamide-directed α-amidoacrylate\nC(sp<sup>2</sup>)–H bond functionalization approach. The reactions\nutilize calcium carbide as an inexpensive, easy-to-handle, and solid\nacetylene source, and simple CoCl<sub>2</sub> as the reaction catalyst.\nExcellent functional group tolerance is observed, yielding diverse\nsubstituted 3-benzazepine derivatives in good to excellent yields.

Publication Details

Journal
Figshare
Published
2024-10-25
DOI
https://doi.org/10.1021/acs.orglett.4c03551.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
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article

Synthesis of\n3‑Benzazepines via Cobalt-Catalyzed\nC–H Bond Functionalization with CaC2 as the Acetylene\nSource

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Catalytic C–H Functionalization Methods
article

Synthesis of\n3‑Benzazepines via Cobalt-Catalyzed\nC–H Bond Functionalization with CaC2 as the Acetylene\nSource

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Abstract

Herein, we report a simple method for the synthesis of\n3-benzazepine\nderivatives via a cobalt-catalyzed, picolinamide-directed α-amidoacrylate\nC(sp<sup>2</sup>)–H bond functionalization approach. The reactions\nutilize calcium carbide as an inexpensive, easy-to-handle, and solid\nacetylene source, and simple CoCl<sub>2</sub> as the reaction catalyst.\nExcellent functional group tolerance is observed, yielding diverse\nsubstituted 3-benzazepine derivatives in good to excellent yields.

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Catalytic C–H Functionalization Methods
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Synthesis of\n3‑Benzazepines via Cobalt-Catalyzed\nC–H Bond Functionalization with CaC<sub>2</sub> as the Acetylene\nSource · Figshare (2024) | TGRS Research Map | TGRS