Silver-catalysed protodecarboxylation of ortho-substituted benzoic acids

被引：157

作者：

Cornella, Josep ^{[1
]}

Sanchez, Carolina ^{[1
]}

Banawa, David ^{[1
]}

Larrosa, Igor ^{[1
]}

机构：

[1] Queen Mary Univ London, Sch Biol & Chem Sci, London E1 4NS, England

来源：

CHEMICAL COMMUNICATIONS | 2009年 / 46期

基金：

英国工程与自然科学研究理事会;

关键词：

AROMATIC CARBOXYLIC-ACIDS; DECARBOXYLATIVE PALLADATION; ARENECARBOXYLIC ACIDS; CUPROUS CARBOXYLATES; BIARYL SYNTHESIS; ARYL HALIDES; ARYLATION; QUINOLINE; OLEFINATION; KINETICS;

D O I：

10.1039/b916646g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic amounts of Ag(I) salts in DMSO have been found to promote the protodecarboxylation of a wide variety of ortho-substituted benzoic acids under mild conditions and in excellent yields, highlighting a possible role for silver in decarboxylative cross-couplings.

引用

页码：7176 / 7178

页数：3

共 50 条

[1] Silver-catalysed protodecarboxylation of carboxylic acids
Goossen, Lukas J.
Linder, Christophe
Rodriguez, Nuria
Lange, Paul P.
Fromm, Andreas
[J]. CHEMICAL COMMUNICATIONS, 2009, (46) : 7173 - 7175
[2] Direct ortho-Arylation of ortho-Substituted Benzoic Acids: Overriding Pd-Catalyzed Protodecarboxylation
Arroniz, Carlos
Ironmonger, Alan
Rassias, Gerry
Larrosa, Igor
[J]. ORGANIC LETTERS, 2013, 15 (04) : 910 - 913
[3] BASICITIES OF ORTHO-SUBSTITUTED BENZOIC ACIDS
STEWART, R
GRANGER, MR
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1961, 39 (12): : 2508 - &
[4] Mechanisms of decarboxylation of ortho-substituted benzoic acids
Chuchev, Krum
BelBruno, Joseph J.
[J]. JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2007, 807 (1-3): : 1 - 9
[5] INTRAMOLECULAR HYDROGEN BONDING IN ORTHO-SUBSTITUTED BENZOIC ACIDS
LLOYD, HA
WARREN, KS
FALES, HM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (23) : 5544 - &
[6] Substituent effects on the base-catalysed hydrolysis of phenyl esters of ortho-substituted benzoic acids
Bauerová, I
Ludwig, M
[J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2001, 66 (05) : 770 - 784
[7] NATURE OF ORTHO EFFECT .3. ACID HYDROLYSIS OF ORTHO-SUBSTITUTED BENZOATES AND ESTERIFICATION OF ORTHO-SUBSTITUTED BENZOIC ACIDS
CHARTON, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (03) : 619 - &
[8] SYNTHESIS OF 3 ISOMERIC ORTHO-SUBSTITUTED PHENYLTHIENYL BENZOIC-ACIDS
JOHNSON, AL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08): : 1320 - 1324
[9] Difference of the liver and kidney in glycine conjugation of ortho-substituted benzoic acids
Kasuya, F
Yamaoka, Y
Osawa, E
Igarashi, K
Fukui, M
[J]. CHEMICO-BIOLOGICAL INTERACTIONS, 2000, 125 (01) : 39 - 50
[10] HYDROGEN BONDING AND ORTHO EFFECT IN ACETONITRILE . REACTION OF ORTHO-SUBSTITUTED BENZOIC ACIDS WITH AMINES
COETZEE, JF
CUNNINGH.GP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (12) : 2534 - &

← 1 2 3 4 5 →