Chemoselective intramolecular aminocarbonylation of unsaturated amides under Wacker-type conditions

被引：16

作者：

Harayama, H ^{[1
]}

Okuno, H ^{[1
]}

Takahashi, Y ^{[1
]}

Kimura, M ^{[1
]}

Fugami, K ^{[1
]}

Tanaka, S ^{[1
]}

Tamaru, Y ^{[1
]}

机构：

[1] NAGASAKI UNIV,FAC ENGN,DEPT APPL CHEM,NAGASAKI 852,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 40期

关键词：

D O I：

10.1016/0040-4039(96)01650-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Wacker-type aminocarbonylation of unsaturated amides shows distinctive dependence of reactivity on the reaction medium: endo nitrogen nucleophiles (endo-carbamates 3 and-ureas 5) undergo aminocarbonylation either in neat methyl orthoacetate (MOA) or in methanol containing AcONa and MOA, while exo nitrogen nucleophiles (exo-carbamates 1a, -ureas 1b, and sulfonamides 1c) in methanol (cat. PdCl2, stoichiometric CuCl2 under 1 atm of CO). The generality is indicated by the chemoselective transformations of 7a-d either into 8a-d in MOA or into 9a-d in methanol. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：7287 / 7290

页数：4

共 7 条

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