Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides

2018 ◽  
Vol 20 (7) ◽  
pp. 1560-1563 ◽  
Author(s):  
Ge Wu ◽  
Lin Min ◽  
Hongchen Li ◽  
Wenxia Gao ◽  
Jinchang Ding ◽  
...  
Keyword(s):  
Formation Process ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Terminal Alkynes ◽  
Metal Free ◽  
Three Component Coupling

A metal-free three-component coupling reaction of alkynes, Se powder and epoxides is described, providing an efficient, straightforward route for the preparation of alkynyl alkyl selenides via a double C–Se bond formation process.

Palladium-catalyzed denitrative Sonogashira-type cross-coupling of nitrobenzenes with terminal alkynes

2020 ◽  
Vol 56 (5) ◽  
pp. 790-793 ◽  
Author(s):  
Boya Feng ◽  
Yudong Yang ◽  
Jingsong You
Keyword(s):  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Described herein is a palladium-catalyzed cross-coupling reaction between nitroarenes and terminal alkynes, offering a facile method for C(sp2)–C(sp) bond formation.

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

scholarly journals K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2225 ◽  
Author(s):  
Yongjun Bian ◽  
Xingyu Qu ◽  
Yongqiang Chen ◽  
Jun Li ◽  
Leng Liu
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Sulfur Atom ◽  
Coupling Reaction ◽  
Sulfur Source ◽  
Atom Transfer ◽  
Free Condition ◽  
Metal Free ◽  
Aryl Aldehydes ◽  
Three Component Coupling

Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.

Metal-Free Decarboxylative Three-Component Coupling Reaction for the Synthesis of Propargylamines

2013 ◽  
Vol 15 (13) ◽  
pp. 3322-3325 ◽  
Author(s):  
Kyungho Park ◽  
Yumi Heo ◽  
Sunwoo Lee
Keyword(s):  
Coupling Reaction ◽  
Metal Free ◽  
Three Component Coupling

An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 727-734 ◽  
Author(s):  
Farnaz Jafarpour ◽  
Mohammad Asadpour ◽  
Meysam Azizzade ◽  
Mehran Ghasemi ◽  
Saideh Rajai-Daryasarei
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Bond Formation ◽  
Antidepressant Drug ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Potential Utility ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
High Yields

A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols for construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts is disclosed. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature. Furthermore, to demonstrate the utility of the protocol, the above C–S bond formation was applied in the synthesis of the key structure of vortioxetine as an antidepressant drug. The gram-scale outcome also added to the potential utility of this protocol.

ChemInform Abstract: NH4I-Mediated Three-Component Coupling Reaction: Metal-Free Synthesis of β-Alkoxy Methyl Sulfides from DMSO, Alcohols, and Styrenes.

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Xiaofang Gao ◽  
Xiaojun Pan ◽  
Jian Gao ◽  
Huanfeng Jiang ◽  
Gaoqing Yuan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Metal Free ◽  
Three Component Coupling

Silica nanospheres supported diazafluorene iron complex: an efficient and versatile nanocatalyst for the synthesis of propargylamines from terminal alkynes, dihalomethane and amines

RSC Advances ◽  
2014 ◽  
Vol 4 (90) ◽  
pp. 49198-49211 ◽  
Author(s):  
R. K. Sharma ◽  
Shivani Sharma ◽  
Garima Gaba
Keyword(s):  
Coupling Reaction ◽  
Iron Complex ◽  
Terminal Alkynes ◽  
Silica Nanospheres ◽  
Three Component Coupling

A novel silica nanosperes supported diazafluorene iron complex has been fabricated and found to be effective in three-component coupling reaction of terminal alkynes, dichloromethane and amines.

NiO nanoparticles catalyzed three component coupling reaction of aldehyde, amine and terminal alkynes

2015 ◽  
Vol 72 ◽  
pp. 174-179 ◽  
Author(s):  
Aravind L. Gajengi ◽  
Takehiko Sasaki ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Coupling Reaction ◽  
Terminal Alkynes ◽  
Nio Nanoparticles ◽  
Three Component Coupling
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