Selective oxidative carbonylation of amines to oxamides and ureas catalyzed by palladium complexes

K Hiwatari, Y Kayaki, K Okita, T Ukai, I Shimizu…

Index: Hiwatari, Kozo; Kayaki, Yoshihito; Okita, Koshi; Ukai, Tomohiro; Shimizu, Isao; Yamamoto, Akio Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 12 p. 2237 - 2250

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Citation Number: 29

Abstract

A new process for converting secondary amines into N, N, N′, N′-tetraalkyloxamides under CO pressure, catalyzed by homogeneous palladium complexes in the presence of 1, 4-dichloro-2-butene (DCB) as an oxidant, has been developed. The mechanism of the oxidative double-carbonylation process, consisting of the oxidation of Pd (0) to Pd (II) with DCB through a β-chloride elimination of the η 3-(chloromethyl) allylpalladium (II) ...