Synthesis of Aryl Silacarboxylates via Palladium-Catalyzed C-O Bond Formation of Silacarboxylic Acids and Aryl Iodides

被引：17

作者：

Liang, Jin-Yan ^{[1
]}

Shen, Shou-Jie ^{[2
]}

Xu, Xiao-Hu ^{[3
]}

Fu, Yun-Long ^{[2
]}

机构：

[1] Shanxi Normal Univ, Coll Life Sci, Linfen 041004, Peoples R China

[2] Shanxi Normal Univ, Key Lab Magnet Mol, Magnet Informat Mat Minist Educ, Sch Chem & Mat Sci, Linfen 041004, Peoples R China

[3] Shanxi Normal Univ, Coll Phys & Informat Engn, Linfen 041004, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 21期

关键词：

N-HETEROCYCLIC CARBENE; CARBON-MONOXIDE; CARBOXYLIC-ACIDS; (NHC)PD(ALLYL)CL NHC; COUPLING REACTIONS; AROMATIC AMIDES; VINYL ANIONS; COMPLEXES; DERIVATIVES; MOLECULES;

D O I：

10.1021/acs.orglett.8b02464

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first palladium-catalyzed C-O bond formation method for the synthesis of silacarboxylates by silacarboxylic acids with a broad range of aryl iodides and iodo-N-heterocycles is reported. Electron-deficient, electron-rich, and sterically hindered aryl iodides were well-tolerated to furnish the corresponding aryl silacarboxylates in moderate to excellent yields. Active functional groups, such as -NH2, -CHO, and allyl-, showed good tolerance, even in the large-scale synthesis. Double and triple esterification were also demonstrated to be effective.

引用

页码：6627 / 6631

页数：5

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