Double-Carboxylation of Two C-H Bonds in 2-Alkylheteroarenes Using LiO-t-Bu/CsF

被引：42

作者：

Shigeno, Masanori ^{[1
]}

Sasaki, Keita ^{[1
]}

Nozawa-Kumada, Kanako ^{[1
]}

Kondo, Yoshinori ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Biophys Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 12期

关键词：

TRANSITION-METAL-FREE; CARBON-DIOXIDE; IN-SITU; DEPROTONATIVE FUNCTIONALIZATION; CATALYZED CARBOXYLATION; C(SP(3))-H BONDS; CO2; C(SP(2))-H; ALKENES; ALKYNES;

D O I：

10.1021/acs.orglett.9b01386

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe the double-carboxylation of two C-H bonds (i.e., at the benzylic and the beta-positions) in 2-alkylheteroarenes using a combination of LiO-t-Bu and CsF. A diverse range of substrates, namely benzothiophene, thiophene, benzofuran, furan, and indole derivatives, are efficiently converted into the doubly carboxylated products. A variety of functionalities (i.e., methyl, methoxy, halogen, cyano, ester, ketone, and amide moieties) are well tolerated.

引用

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页码：4515 / 4519

页数：5

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