Ru(II)-Catalyzed Difunctional Pyridyloxy-Directed Regio- and Stereospecific Addition of Carboxylic Acids to Internal Alkynes

2021 ◽  
Author(s):  
Qin Wang ◽  
Yan Shi ◽  
Xiaoli Huang ◽  
Yongzhuang Wang ◽  
Jiao Jiao ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Internal Alkynes

Ru-Catalysed synthesis of fused heterocycle-pyridinones and -pyrones

2017 ◽  
Vol 15 (42) ◽  
pp. 8904-8913 ◽  
Author(s):  
S. Ruiz ◽  
C. Carrera ◽  
P. Villuendas ◽  
E. P. Urriolabeitia
Keyword(s):  
Carboxylic Acids ◽  
Oxidative Coupling ◽  
Internal Alkynes

Heterocycle-pyridinones and heterocycle-pyranones have been prepared by Ru-catalysed oxidative coupling of N-unprotected primary heterocycle-amides and heterocycle-carboxylic acids with internal alkynes.

Rhodium(iii)-catalysed carboxylate-directed C–H functionalizations of isoxazoles with alkynes

2019 ◽  
Vol 55 (58) ◽  
pp. 8382-8385 ◽  
Author(s):  
Somaraju Yugandar ◽  
Hiroyuki Nakamura
Keyword(s):  
Carboxylic Acids ◽  
Internal Alkynes

Isoxazolyl-4-carboxylic acids underwent rhodium(iii)-catalysed carboxylate-directed C–H functionalizations with internal alkynes to produce pyranoisoxazolones, isoquinolines, and 5-alkenylisoxazoles controlled by oxidants.

ChemInform Abstract: Ruthenium-Catalyzed Regio- and Stereoselective Addition of Carboxylic Acids to Aryl and Trifluoromethyl Group Substituted Unsymmetrical Internal Alkynes.

ChemInform ◽  
2011 ◽  
Vol 42 (39) ◽  
pp. no-no
Author(s):  
Motoi Kawatsura ◽  
Junya Namioka ◽  
Koji Kajita ◽  
Mitsuaki Yamamoto ◽  
Hiroaki Tsuji ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Trifluoromethyl Group ◽  
Stereoselective Addition ◽  
Internal Alkynes

Pd(0)–PhCOOH catalyzed addition of oxygen pronucleophiles to allenes and internal alkynes

2005 ◽  
Vol 83 (6-7) ◽  
pp. 569-573 ◽  
Author(s):  
Nitin T Patil ◽  
Nirmal K Pahadi ◽  
Yoshinori Yamamoto
Keyword(s):  
Benzoic Acid ◽  
Carboxylic Acids ◽  
Catalytic System ◽  
Addition Reaction ◽  
Internal Alkynes ◽  
High Yields

We have developed a catalytic system that enables the addition of alcohols to allenes using a combination of 5 mol% Pd(PPh3)4 and 10 mol% benzoic acid. Likewise, the addition reaction of carboxylic acids to alkynes is described. In all cases the reaction proceeded well, giving the corresponding allylation products in good-to-high yields with high regio- and stereoselectivities.Key words: addition, alcohols, carboxylic acids, allenes, alkynes, palladium.

scholarly journals Gold(I) Complexes with Ferrocenylphosphino Sulfonate Ligands: Synthesis and Application in the Catalytic Addition of Carboxylic Acids to Internal Alkynes in Water

Catalysts ◽  
2019 ◽  
Vol 9 (11) ◽  
pp. 955 ◽  
Author(s):  
Javier Francos ◽  
María Esther Moreno-Narváez ◽  
Victorio Cadierno ◽  
Diego Sierra ◽  
Katherine Ariz ◽  
...  
Keyword(s):  
Diffraction Study ◽  
Carboxylic Acids ◽  
Reaction Medium ◽  
Synthesis And Characterization ◽  
X Ray Diffraction ◽  
X Ray ◽  
Internal Alkynes ◽  
Unsaturated Carboxylic Acids ◽  
Catalytic Addition

The synthesis and characterization of novel gold(I) complexes containing hydrophilic ferrocenylphosphino sulfonate ligands, i.e., compounds [AuCl{(η5-C5H3PR2(SO3iPr))Fe(η5-C5H5)}] (R = Ph (2a), p-Tol (2b), Cy (2c)), are presented, including a single-crystal X-ray diffraction study on 2a. Complexes 2a–c were checked as catalysts for the intermolecular addition of carboxylic acids to nonactivated internal alkynes using water as a green reaction medium. The best results in terms of activity were obtained with 2a in combination with AgOAc, which was able to promote the selective anti addition of a variety of aromatic, aliphatic, and α,β-unsaturated carboxylic acids to both symmetrical and unsymmetrical internal alkynes at 60 °C, employing metal loadings of only 2 mol %.

Gold(i)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium

2017 ◽  
Vol 15 (7) ◽  
pp. 1670-1679 ◽  
Author(s):  
Pedro J. González-Liste ◽  
Sergio E. García-Garrido ◽  
Victorio Cadierno
Keyword(s):  
Aqueous Medium ◽  
Carboxylic Acids ◽  
Catalytic System ◽  
Mild Conditions ◽  
Broad Scope ◽  
Internal Alkynes

A broad scope catalytic system for the intermolecular addition of carboxylic acids to internal alkynes, in water under mild conditions, has been developed.

Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes

Synthesis ◽  
2021 ◽  
Author(s):  
Tetsuya Satoh ◽  
Yasuhito Inai ◽  
Yoshinosuke Usuki
Keyword(s):  
Carboxylic Acids ◽  
Catalyst System ◽  
Benzoic Acids ◽  
Naphthalene Derivatives ◽  
Aromatic Carboxylic Acids ◽  
Internal Alkynes ◽  
Decarboxylative Coupling ◽  
Substituted Benzoic Acids ◽  
Cyclic Compounds

AbstractThe decarboxylative coupling of diversely substituted benzoic acids with internal alkynes proceeds smoothly in the presence of a [RhCl(cod)]2/1,2,3,4-tetraphenyl-1,3-cyclopentadiene catalyst system to selectively produce highly substituted naphthalene derivatives. The catalyst system is applicable to constructing anthracene and benzo­[c]thiophene frameworks through reactions of naphthoic and thiophene-2-carboxylic acids, respectively.

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