Route to Functionalized Tetrahydrobenzo[d]azepines via Re2O7‑Mediated Intramolecular Friedel–Crafts Reaction

Route to Functionalized Tetrahydrobenzo[d]azepines via Re2O7‑Mediated Intramolecular Friedel–Crafts Reaction

We describe a Re2O7-mediated intramolecular dehydrative Friedel–Crafts reaction for the efficient synthesis of various benzo-fused heterocycles such as benzazepines and benzazocines. This process is characterized by a broad substrate scope, mild reaction conditions, high efficiency, and high atom ec...

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Veröffentlicht in:Journal of organic chemistry 2024-02, Vol.89 (3), p.2001-2008
Hauptverfasser: Zheng, Yuzhu, Huang, Qing, Fang, Xiong, Xie, Youwei
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container_end_page 2008
container_issue 3
container_start_page 2001
container_title Journal of organic chemistry
container_volume 89
creator Zheng, Yuzhu
Huang, Qing
Fang, Xiong
Xie, Youwei
description We describe a Re2O7-mediated intramolecular dehydrative Friedel–Crafts reaction for the efficient synthesis of various benzo-fused heterocycles such as benzazepines and benzazocines. This process is characterized by a broad substrate scope, mild reaction conditions, high efficiency, and high atom economy. The potential application of this methodology was exemplified by the facile preparation of a NMDA antagonist as well as a key intermediate en route to SKF 38393.
doi_str_mv 10.1021/acs.joc.3c01977
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title Route to Functionalized Tetrahydrobenzo[d]azepines via Re2O7‑Mediated Intramolecular Friedel–Crafts Reaction
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