CBr4 as a Mild Oxidant‐Enabled Oxidation of a sp3 C−H Bond: A Facile Synthesis of the Persistent Iminium Salts of Tetrahydroisoquinolines

Using CBr4 as a mild oxidant, the direct C−H bond oxidation of N‐aryltetrahydroisoquinolines was achieved, giving a series of the corresponding iminium salts in high yields under metal‐ and photo‐free reaction conditions. This reaction is superior in high yields and good functional group tolerance,...

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Veröffentlicht in:Chemistry : a European journal 2024-03, Vol.30 (14), p.e202303952-n/a
Hauptverfasser: Chen, Yuqin, Zhang, Shuwei, Li, Yuemei, Li, Tong, Ma, Qiyuan, Yuan, Yu, Jia, Xiaodong
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Sprache:eng
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Zusammenfassung:Using CBr4 as a mild oxidant, the direct C−H bond oxidation of N‐aryltetrahydroisoquinolines was achieved, giving a series of the corresponding iminium salts in high yields under metal‐ and photo‐free reaction conditions. This reaction is superior in high yields and good functional group tolerance, and the late‐stage derivatization showed that these iminium salts can readily be applied to the synthesis of the functionalized THIQs. A C−H bond oxidation of THIQs was achieved by CBr4 initiated reaction conditions, providing a series of the persistent iminium salts of THIQs in high yields with good functional group tolerance. These iminium salts can be readily applied to the synthesis of the functionalized THIQ derivatives.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202303952