Synthesis of tetranuclear complex of Pd(II) with thiosemicarbazone ligands derived from 2‐quinolone and its catalytic evaluation in Suzuki–Miyaura‐type coupling reactions and alkoxylation of chloroquinolines

2021 ◽  
Author(s):  
Sundar Nandhini ◽  
Sivadasan Dharani ◽  
Chennakrishnan Elamathi ◽  
Frederic Dallemer ◽  
Rathinasabapathi Prabhakaran
Keyword(s):  
Coupling Reactions ◽  
Tetranuclear Complex ◽  
Type Coupling

CuI-Catalyzed Ullmann-Type Coupling of Phenols and Thiophenols with 5-Substituted-1,2,3-triiodobenzene: Facile Synthesis of Mammary Carcinoma Inhibitor BTO-956 in One-step!

Synthesis ◽  
2021 ◽  
Author(s):  
Raed Al-Zoubi ◽  
Reem M. Altamimi ◽  
Walid K. Al-Jammal ◽  
Khaled Q. Shawakfeh ◽  
Mazhar S. Al-Zoubi ◽  
...  
Keyword(s):  
Functional Groups ◽  
Mammary Carcinoma ◽  
Coupling Reactions ◽  
Electronic Effects ◽  
Facile Synthesis ◽  
One Step ◽  
Type Coupling ◽  
Optimized Conditions

A facile and unprecedented synthesis of 2,3-diiodinated or 2,6-diiodinated diarylether/thioether derivatives through regioselective Ullmann-type cross couplings of 5-substituted-1,2,3-triiodobenzene and phenols/thiophenols is described. Remarkably, the coupling reactions are simply controlled by the type of nucleophiles and the nature of C5 substituent at 1,2,3-triiodoarenes providing the internal or terminal coupling products in high regioselectivity and good isolated yields. Noticeable steric and electronic effects were clearly observed on both 1,2,3-triiodoarene and nucleophile. The highest yields were isolated from a combination between either electron-poor 1,2,3-triiodoarenes and phenols or electron-rich 1,2,3-triiodoarenes and thiophenols. The optimized conditions were found to be suitable for several functional groups. Using this methodology, mammary carcinoma inhibitor BTO-956 is prepared in only one step with excellent regioselectivity and good isolated yield. This report discloses the first method to make 2,3-diiodinated and 2,6-diiodinated diarylethers/thioethers in one step that is efficient, regioselective, general in scope and truly remarkable precursors for other transformations.

In Situ Deprotection–Eglinton-Type Coupling Reactions

2008 ◽  
pp. 1
Author(s):  
Y. Tobe ◽  
R. Umeda
Keyword(s):  
Coupling Reactions ◽  
Type Coupling

Recyclable hollow Pd–Fe nanospheric catalyst for Sonogashira-, Heck-, and Ullmann-type coupling reactions of aryl halide in aqueous media

2010 ◽  
Vol 349 (2) ◽  
pp. 613-619 ◽  
Author(s):  
Hui Li ◽  
Zhonghong Zhu ◽  
Hexing Li ◽  
Ping Li ◽  
Xinggui Zhou
Keyword(s):  
Aryl Halide ◽  
Aqueous Media ◽  
Coupling Reactions ◽  
Type Coupling

scholarly journals Transition-Metal-Free Suzuki-Type Coupling Reactions

2003 ◽  
Vol 42 (12) ◽  
pp. 1407-1409 ◽  
Author(s):  
Nicholas E. Leadbeater ◽  
Maria Marco
Keyword(s):  
Transition Metal ◽  
Coupling Reactions ◽  
Metal Free ◽  
Type Coupling

scholarly journals Catalytic CC, CN, and CO Ullmann-Type Coupling Reactions: Copper Makes a Difference

2008 ◽  
Vol 47 (17) ◽  
pp. 3096-3099 ◽  
Author(s):  
Florian Monnier ◽  
Marc Taillefer
Keyword(s):  
Coupling Reactions ◽  
Type Coupling

Copper-Catalyzed Ligand Promoted Ullmann-Type Coupling Reactions

2010 ◽  
pp. 213-233 ◽  
Author(s):  
Yongwen Jiang ◽  
Dawei Ma
Keyword(s):  
Coupling Reactions ◽  
Type Coupling

ChemInform Abstract: Ligand-Free Reusable Palladium-Catalyzed Heck-Type Coupling Reactions of Hypervalent Iodine Reagents under Mild Conditions.

ChemInform ◽  
2011 ◽  
Vol 42 (36) ◽  
pp. no-no
Author(s):  
Xiaoming Qu ◽  
Peng Sun ◽  
Tingyi Li ◽  
Jincheng Mao
Keyword(s):  
Hypervalent Iodine ◽  
Coupling Reactions ◽  
Mild Conditions ◽  
Ligand Free ◽  
Palladium Catalyzed ◽  
Type Coupling

scholarly journals Tuning of tetrathiafulvalene properties: versatile synthesis of N-arylated monopyrrolotetrathiafulvalenes via Ullmann-type coupling reactions

2015 ◽  
Vol 11 ◽  
pp. 860-868 ◽  
Author(s):  
Vladimir A Azov ◽  
Diana Janott ◽  
Dirk Schlüter ◽  
Matthias Zeller
Keyword(s):  
Hydrogen Bonds ◽  
Electrochemical Properties ◽  
Crystal Packing ◽  
Coupling Reaction ◽  
Coupling Reactions ◽  
Electronic Nature ◽  
Weak Hydrogen Bonds ◽  
Type Coupling ◽  
Variable Substitution

An Ullmann-type coupling reaction was employed for the preparation of several N-arylated monopyrrolotetrathiafulvalenes with variable substitution patterns. Spectroscopic and electrochemical properties of the coupling products strongly depend on the electronic nature of the aromatic substituents due to their direct conjugation with the tetrathiafulvalene chromophore. The crystal packing of the arylated monopyrrolotetrathiafulvalenes is primarily defined by networks of C–H···X weak hydrogen bonds and short S···S contacts involving the tetrathiafulvalene moieties.

Transition-Metal-Free Sonogashira-Type Coupling Reactions in Water.

ChemInform ◽  
2004 ◽  
Vol 35 (14) ◽  
Author(s):  
Prasad Appukkuttan ◽  
Wim Dehaen ◽  
Erik Van der Eycken
Keyword(s):  
Transition Metal ◽  
Coupling Reactions ◽  
Metal Free ◽  
Type Coupling
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