Electrochemical synthesis of dipyrazolo/dipyrimidine-fused pyridines via oxidative domino cyclization of C(sp3)–H bonds?

Organic Chemistry Frontiers Pub Date: 2022-01-31 DOI: 10.1039/D1QO01641E

Abstract

An electrochemically oxidative domino cyclization reaction of methyl azaarenes/ketones with pyrazol-5-amines and 6-amino-pyrimidine-2,4-diones was developed, providing a variety of dipyrazolo[3,4-b:4′,3′-e]pyridines and dipyrimidine-fused pyridines with moderate to good yields. The reaction involved two C–C bond formations and one C–N bond formation in one pot. Moreover, the photoluminescence properties of the representative dipyrazolo[3,4-b:4′,3′-e]pyridines were investigated.

Graphical abstract: Electrochemical synthesis of dipyrazolo/dipyrimidine-fused pyridines via oxidative domino cyclization of C(sp3)–H bonds
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