Nickel-catalyzed hydrocarboxylation of ynamides with CO2 and H2O: observation of unexpected regioselectivity

被引：37

作者：

Doi, Ryohei ^{[1
]}

Abdullah, Iman ^{[1
]}

Taniguchi, Takahisa ^{[1
]}

Saito, Nozomi ^{[2
]}

Sato, Yoshihiro ^{[1
]}

机构：

[1] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[2] Meiji Pharmaceut Univ, Tokyo 2048588, Japan

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 55期

关键词：

CARBON-DIOXIDE; ALKYLATIVE CARBOXYLATION; ALKYNES; REAGENTS; ACRYLATE; ALCOHOLS; DIYNES;

D O I：

10.1039/c7cc03127k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe the nickel-catalyzed hydrocarboxylation of ynamides with CO2 and H2O to afford a variety of alpha-amino-alpha, beta-unsaturated esters with high regioselectivities. The selective alpha-carboxylation of ynamides with this catalytic protocol is unexpected in view of the electronic bias of ynamides and is in sharp contrast to our previous study in which a stoichiometric amount of Ni(0) was used to form a beta-carboxylated product exclusively. We revealed that this unexpected C-C bond formation was induced by the combination of Zn and MgBr2.

引用

页码：7720 / 7723

页数：4

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