Nickel-Catalyzed Double Carboxylation of Alkynes Employing Carbon Dioxide

被引：86

作者：

Fujihara, Tetsuaki ^{[1
]}

Horimoto, Yuichiro ^{[1
]}

Mizoe, Taiga ^{[1
]}

Sayyed, Fareed Bhasha ^{[2
]}

Tani, Yosuke ^{[1
]}

Terao, Jun ^{[1
]}

Sakaki, Shigeyoshi ^{[2
]}

Tsuji, Yasushi ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Nishikyo Ku, Kyoto 6158510, Japan

[2] Kyoto Univ, Fukui Inst Fundamental Chem, Sakyo Ku, Kyoto 6068103, Japan

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 18期

关键词：

CHAETOMELLIC-ACID-A; C-H BONDS; MALEIC ANHYDRIDES; FACILE SYNTHESIS; COMPLEX; HYDROCARBOXYLATION; INHIBITOR; TRANSFORMATION; ATMOSPHERE; ALKENES;

D O I：

10.1021/ol502538r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nickel-catalyzed double carboxylation of internal allcynes employing carbon dioxide (CO2) has been developed. The reactions proceed under CO2 (1 atm) at room temperature in the presence of a nickel catalyst, Zn powder as a reducing reagent, and MgBr2 as an indispensable additive. Various internal alkynes could be converted to the corresponding maleic anhydrides in good to high yields. DFT calculations disclosed the indispensable role of MgBr2 in the second CO2 insertion.

引用

页码：4960 / 4963

页数：4

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