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Aqueous pulsed electrochemistry promotes C-N bond formation via a one-pot cascade approach.

Meng HeYongmeng WuRui LiYuting WangCuibo LiuBin Zhang
Published in: Nature communications (2023)
Electrocatalytic C - N bond formation from inorganic nitrogen wastes is an emerging sustainable method for synthesizing organic amines but is limited in reaction scope. Integrating heterogeneous and homogeneous catalysis for one-pot reactions to construct C - N bonds is highly desirable. Herein, we report an aqueous pulsed electrochemistry-mediated transformation of nitrite and arylboronic acids to arylamines with high yields. The overall process involves nitrite electroreduction to ammonia over a Cu nanocoral cathode and subsequent coupling of NH 3 with arylboronic acids catalyzed by in situ dissolved Cu(II) under a switched anodic potential. This pulsed protocol also promotes the migration of nucleophilic ArB(OH) 3 - and causes the consumption of OH - near the cathode surface, accelerating C - N formation and suppressing phenol byproducts. Cu(II) can be recycled via facile electroplating. The wide substrate scope, ready synthesis of 15 N-labelled arylamines, and methodological expansion to cycloaddition and Click reactions highlight the great promise.
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