Rhodium(III)-Catalyzed Redox-Neutral Synthesis of Isoquinolinium Salts via C-H Activation of Imines

The Journal of Organic Chemistry
Miaomiao TianXingwei Li

Abstract

Redox-neutral synthesis of isoquinolinium salts via C-H activation of presynthesized or in situ formed imines and coupling with α-diazo ketoesters has been realized, where a zinc salt promotes cyclization as well as provides a counteranion. Under three-component conditions, both ketone and aldehydes are viable arene sources. The coupling of imines with diazo malonates under similar conditions afforded isoquinolin-3-ones as the coupling product.

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