Tetrahedron Letters p. 1007 - 1010 (1991)
Update date:2022-07-29
Topics:
Arora, Pramod K.
Sayre, Lawrence M.
Copper(II) in aqueous NH4OH, in most cases in conjunction with O2 or K2S2O8 as auxiliary oxidant, induces oxidative cleavage of ketones to nitriles when there is a good carbon electrofuge; for unactivated ketones, the main reaction observed is oxidative coupling of ketimines to give azines. If R′ = poor electrofuge, oxidative coupling to RR′ C=N-N=CRR′ can occur.
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Doi:10.1021/jm00110a018
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