Cobalt-Catalyzed Vinylic C-H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO

被引：18
|
作者：
Yu, Shuling [1 ]
Hong, Chao [1 ]
Liu, Zhanxiang [1 ]
Zhang, Yuhong [1 ,2 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 21期
关键词：
DIRECT HYDROXYMETHYLATION; CARBOXYLIC-ACIDS; CYCLIZATION; BOND; ALKYNES; ALDEHYDES; ARYL; FUNCTIONALIZATION; BUTYROLACTONES; ANNULATION;
D O I：
10.1021/acs.orglett.1c03095
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A carboxyl-assisted C-H functionalization of acrylic acids with formaldehyde to give butenolides is described. It is the first time that the addition of an inert vinylic C-H bond to formaldehyde has been achieved via cobalt-catalyzed C-H activation. The unique reactivity of the cobalt species was observed when compared with related Rh or Ir catalysts. gamma-Hydroxymethylated butenolides were produced by the treatment of Na2CO3 after the catalytic reaction in one pot.
引用
收藏
页码：8359 / 8364
页数：6
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