Palladium-catalyzed decarboxylative coupling reaction with alkynyl carboxylic acids and arylsiloxanes

被引：11

作者：

Jang, Jisun ^{[1
]}

Charles, Gabriel ^{[1
]}

Raja, Edwin ^{[1
]}

Lee, Ju-Hyeon ^{[1
]}

Son, Yujeong ^{[1
]}

Kim, Jimin ^{[1
]}

Lee, Sunwoo ^{[1
]}

机构：

[1] Chonnam Natl Univ, Dept Chem, Kwangju 61186, South Korea

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 41期

基金：

新加坡国家研究基金会;

关键词：

Palladium; Alkynyl carboxylic acid; Arylsiloxane; Hiyama-type; Decarboxylative coupling; SONOGASHIRA-TYPE REACTIONS; HALIDES; ROUTE; ORGANOSILANOLS; OLEFINATION; BROMIDES; WATER; BOND;

D O I：

10.1016/j.tetlet.2016.08.095

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A decarboxylative coupling reaction for alkynyl carboxylic acids and arylsiloxanes was developed using a palladium catalyst. This method provided the desired coupled products in moderate to good yields by reacting the alkynyl carboxylic acids and arylsiloxanes with Pd(dba)(2) (1.0 mol %), 1,1-bis(diphenylphosphino)methane (1.0 mol %), and AgF2 (2.0 equiv) at 60 degrees C for 6 h. (C) 2016 Published by Elsevier Ltd.

引用

页码：4581 / 4584

页数：4

共 50 条

[21] Palladium-catalyzed coupling of alkynes with alcohols and carboxylic acids
Zhang, WJ
Haight, AR
Hsu, MC
TETRAHEDRON LETTERS, 2002, 43 (37) : 6575 - 6578
[22] Palladium-Catalyzed Decarboxylative Cross-Coupling of α-Oxocarboxylic Acids and Their Derivatives
Miao, Jinmin
Ge, Haibo
SYNLETT, 2014, 25 (07) : 911 - 919
[23] Palladium-Catalyzed Regioselective Decarboxylative Alkylation of Arenes and Heteroarenes with Aliphatic Carboxylic Acids
Premi, Chanchal
Dixit, Ankit
Jain, Nidhi
ORGANIC LETTERS, 2015, 17 (11) : 2598 - 2601
[24] Synthesis of alkynyl amino acids and peptides and their palladium-catalyzed coupling to ferrocene
Brosch, O
Weyhermüller, T
Metzler-Nolte, N
INORGANIC CHEMISTRY, 1999, 38 (23) : 5308 - 5313
[25] Palladium-Catalyzed Decarboxylative Heck-Type Coupling of Activated Aliphatic Carboxylic Acids Enabled by Visible Light
Koy, Maximilian
Sandfort, Frederik
Tlahuext-Aca, Adrian
Quach, Linda
Daniliuc, Constantin G.
Glorius, Frank
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (18) : 4552 - 4555
[26] Aryl Chlorides as Coupling Partners in the Palladium-catalyzed Decarboxylative Coupling Reactions of Propiolic Acids
Lee, Ju-Hyeon
Raja, Gabriel Charles Edwin
Kim, Jimin
Nam, Kye Chun
Lee, Sunwoo
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2017, 38 (11): : 1368 - 1371
[27] Nickel-catalyzed oxidative decarboxylative coupling reactions between alkynyl carboxylic acids and arylboronic acids
Lee, Ju-Hyeon
Raja, Gabriel Charles Edwin
Son, Yujeong
Jang, Jisun
Kim, Jimin
Lee, Sunwoo
TETRAHEDRON LETTERS, 2016, 57 (43) : 4824 - 4828
[28] Palladium-Catalyzed Decarboxylative Three-Component Synthesis of α-Arylglycines: Replacing Boronic with Carboxylic Acids in the Petasis Reaction
Diehl, Andreas M.
Manolikakes, Georg
CHEMCATCHEM, 2020, 12 (13) : 3463 - 3466
[29] Palladium-catalyzed decarboxylative 1,2-addition of carboxylic acids to aldehydes or imines
Luo, Yong
Wu, Jie
CHEMICAL COMMUNICATIONS, 2010, 46 (21) : 3785 - 3787
[30] Palladium-Catalyzed Decarboxylative Methylthiolation of Aromatic Carboxylic Acids by Using DMSO as the Sulfurizing Reagent
Fu, Zhengjiang
Li, Zhaojie
Xiong, Qiheng
Cai, Hu
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (35) : 7798 - 7802

← 1 2 3 4 5 →