Efficient Synthesis of Diaryl Sulfides by Copper-catalysed Coupling of Aryl Halides and Thioacetate in Water

2013 ◽  
Vol 37 (1) ◽  
pp. 19-21 ◽  
Author(s):  
Yimin Zhang ◽  
Iiu ◽  
Junmin Chen
Keyword(s):  
Functional Groups ◽  
Catalytic System ◽  
Aryl Halides ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Wide Range ◽  
High Yields

A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.

Coupling reaction of Aryl Halides Promoted by NiCl2/PPh3/Sm0

2002 ◽  
Vol 2002 (11) ◽  
pp. 562-563 ◽  
Author(s):  
Xingliang Zheng ◽  
Yongmin Zhang
Keyword(s):  
Functional Groups ◽  
Coupling Reaction ◽  
Aryl Halides ◽  
Efficient Synthesis ◽  
Mild Conditions ◽  
Coupling Reagent ◽  
High Yields

An efficient synthesis of biaryls from various aryl halides has been developed and investigated. The coupling reagent is a catalytic mixture of anhydrous NiCl2 and PPh3 in the presence of metallic samarium. The reaction occurs rapidly under mild conditions, tolerates a variety of functional groups with high yields.

scholarly journals Access to P-stereogenic compounds via desymmetrizing enantioselective bromination

2021 ◽  
Author(s):  
Qiu-Hong Huang ◽  
Qian-Yi Zhou ◽  
Chen Yang ◽  
Li Chen ◽  
Jin-Pei Cheng ◽  
...  
Keyword(s):  
Phosphine Oxides ◽  
Highly Efficient ◽  
Wide Range ◽  
High Yields

A highly efficient desymmetrizing asymmetric bromination of bisphenol phosphine oxides was developed, providing a wide range of chiral bisphenol phosphine oxides and bisphenol phosphinates with high yields and enantioselectivities.

scholarly journals Bis-NHC–Ag/Pd(OAc)2 Catalytic System Catalyzed Transfer Hydrogenation Reaction

Catalysts ◽  
2020 ◽  
Vol 11 (1) ◽  
pp. 8
Author(s):  
Hui-Ju Chen ◽  
Chien-Cheng Chiu ◽  
Tsui Wang ◽  
Dong-Sheng Lee ◽  
Ta-Jung Lu
Keyword(s):  
Functional Groups ◽  
Catalytic System ◽  
High Efficiency ◽  
Aqueous Media ◽  
Hydrogenation Reaction ◽  
Transfer Hydrogenation ◽  
Terminal Alkynes ◽  
Wide Range ◽  
Transfer Hydrogenation Reaction

The bis-NHC–Ag/Pd(OAc)2 catalytic system (NHC = N-heterocyclic carbene), a combination of bis-NHC–Ag complex and Pd(OAc)2, was found to be a smart catalyst in the Pd-catalyzed transfer hydrogenation of various functionalized arenes and internal/terminal alkynes. The catalytic system demonstrated high efficiency for the reduction of a wide range of various functional groups such as carbonyls, alkynes, olefins, and nitro groups in good to excellent yields and high chemoselectivity for the reduction of functional groups. In addition, the protocol was successfully exploited to stereoselectivity for the transformation of alkynes to alkenes in aqueous media under air. This methodology successfully provided an alternative useful protocol for reducing various functional groups and a simple operational protocol for transfer hydrogenation.

ChemInform Abstract: N-Arylation of Indoles with Aryl Halides Using Copper/Glycerol as a Mild and Highly Efficient Recyclable Catalytic System.

ChemInform ◽  
2014 ◽  
Vol 45 (27) ◽  
pp. no-no
Author(s):  
Dilip Kumar T. Yadav ◽  
Sanil S. Rajak ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Catalytic System ◽  
Aryl Halides ◽  
Highly Efficient

A chemo- and regioselective C6-functionalization of 2,3-disubstituted indoles: highly efficient synthesis of diarylindol-6-ylmethanes

2019 ◽  
Vol 17 (13) ◽  
pp. 3462-3470 ◽  
Author(s):  
Qiong Wu ◽  
Gui-Lin Li ◽  
Shuang Yang ◽  
Xiao-Qin Shi ◽  
Tian-Zi Huang ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Highly Efficient ◽  
High Yields

An organocatalytic chemo- and regioselective C6-functionalization of 2,3-disubstituted indoles has been established via a reaction with ortho-hydroxybenzyl alcohols, which afforded biologically important diarylindol-6-ylmethanes in high yields.

CuI/Et2NH-Catalyzed One-Pot Highly Efficient Synthesis of 1,4-Disubstituted 1,2,3-Triazoles in Green Solvent Glycerol

Synthesis ◽  
2018 ◽  
Vol 50 (11) ◽  
pp. 2191-2199 ◽  
Author(s):  
Yongde Zhao ◽  
Shengqiang Guo ◽  
Yang Zhou ◽  
Bencai Dai ◽  
Cuimeng Huo ◽  
...  
Keyword(s):  
Catalytic System ◽  
Sodium Azide ◽  
Room Temperature ◽  
Green Solvent ◽  
Efficient Synthesis ◽  
One Pot ◽  
Highly Efficient ◽  
Three Component Reaction ◽  
Efficient Route ◽  
Terminal Acetylenes

A concise one-pot three-component reaction of organic halides­, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solvent glycerol. This procedure used CuI and diethylamine, which are two easily available reagents as the new catalytic system at room temperature.

Copper(II)-Promoted Oxidation/[3+2]Cycloaddition/Aromatization Cascade: Efficient Synthesis of Tetrasubstituted NH-Pyrrole from Chalcones and Iminodiacetates

Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1442-1446 ◽  
Author(s):  
Zhang-qi Lin ◽  
Chao-dong Li ◽  
Zi-chun Zhou ◽  
Shuai Xue ◽  
Jian-rong Gao ◽  
...  
Keyword(s):  
Efficient Method ◽  
Cascade Reaction ◽  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Highly Efficient ◽  
Wide Range ◽  
Reaction Proceeds

A simple and highly efficient method for the preparation of tetrasubstituted NH-pyrrole from a wide range of chalcones and diethyl iminodiacetates via a Cu(OAc)2-promoted oxidation/[3+2]cycloaddition/aromatization cascade reaction has been developed. This reaction proceeds through dehydrogenations, deamination, and oxidative cyclization, affording the corresponding products in good to excellent yields. This convenient methodology for constructing tetrasubstituted NH-pyrroles has several advantages over existing methods, such as the use of easily accessible chalcones and readily available diethyl iminodiacetates, and mild reaction conditions. A wide range of substrates are tolerated.

scholarly journals Highly efficient synthesis of alkylidene cyclic carbonates from low concentration CO2 using hydroxyl and azolate dual functionalized ionic liquids

2021 ◽  
Author(s):  
Guiling Shi ◽  
Ran Zhai ◽  
Haoran Li ◽  
Congmin Wang
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Catalytic System ◽  
Cyclic Carbonates ◽  
Efficient Synthesis ◽  
Excellent Performance ◽  
Functionalized Ionic Liquid ◽  
Low Concentration ◽  
Propargylic Alcohols ◽  
Highly Efficient

A dual functionalized ionic liquid catalytic system was developed for the reaction between CO2 and propargylic alcohols, and exhibited excellent performance and good reusability, even under a low concentration of CO2 in a gram-scale reaction.

scholarly journals Nickel-Catalyzed Reductive Coupling of Unactivated Alkyl Bromides and Aliphatic Aldehydes

2021 ◽  
Author(s):  
Cole Cruz ◽  
John Montgomery
Keyword(s):  
Functional Groups ◽  
Catalytic System ◽  
Cross Coupling ◽  
Secondary Alcohols ◽  
Reductive Coupling ◽  
Aliphatic Aldehydes ◽  
Alkyl Bromide ◽  
Alkyl Bromides ◽  
Wide Range ◽  
Ni Species

We report the development of a mild, convenient coupling of aliphatic aldehydes and unactivated alkyl bromides. The catalytic system features the use of a common Ni(II) precatalyst and a readily available bisoxazoline ligand and affords silyl-protected secondary alcohols. The reaction is operationally simple, utilizing Mn as a stoichiometric reductant, and tolerates a wide range of functional groups. Initial mechanistic experiments support a mechanism featuring an alpha-silyloxy Ni species which undergoes formal oxidative addition of the alkyl bromide species via a reductive cross-coupling pathway.

Highly Efficient Synthesis of Oxindole Derivatives Via Catalytic Intramolecular C-H Insertion Reactions of Diazoamides

2020 ◽  
Vol 840 ◽  
pp. 251-256 ◽  
Author(s):  
Phan Thi Thanh Nga ◽  
Masaya Tone ◽  
Hayato Inoue ◽  
Kazutaka Shibatomi ◽  
Seiji Iwasa
Keyword(s):  
Aromatic Ring ◽  
Substituent Effects ◽  
Efficient Synthesis ◽  
Insertion Reactions ◽  
Aniline Derivatives ◽  
Highly Efficient ◽  
High Yields

Oxindole derivatives were efficiently synthesized from diazoamides derived from aniline derivatives in the presence of a Ru(II)-Pheox catalyst. Ru(II)-Pheox was found to be one of the most efficient catalysts so far for the synthesis of oxindole derivatives from the diazoamides in high yields (up to 99%) with high regioselectivity. Furthermore, the reaction was rapid and no substituent effects on the aromatic ring.

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