Nickel-catalyzed regioselective C–H acylation of chelating arenes: a new catalytic system for C–C bond formation via a radical process and its mechanistic explorations

2019 ◽  
Vol 43 (30) ◽  
pp. 12152-12158 ◽  
Author(s):  
Ze-lin Li ◽  
Peng-yu Wu ◽  
Kang-kang Sun ◽  
Chun Cai
Keyword(s):  
Catalytic System ◽  
Bond Formation ◽  
Radical Process ◽  
Dehydrogenative Coupling ◽  
Coupling Strategy

An unprecedented acylation at the ortho C–H bond of chelating arenes via the Ni(ii)-catalyzed cross dehydrogenative coupling strategy has been developed here.

Copper-catalyzed oxidative dehydrogenative N–N bond formation for the synthesis of N,N′-diarylindazol-3-ones

2017 ◽  
Vol 4 (2) ◽  
pp. 229-231 ◽  
Author(s):  
Guo Dai ◽  
Luo Yang ◽  
Wang Zhou
Keyword(s):  
Catalytic System ◽  
Bond Formation ◽  
Efficient Synthesis ◽  
Dehydrogenative Coupling

A general copper/air catalytic system for efficient synthesis of N,N′-diarylindazol-3-ones via oxidative dehydrogenative coupling was developed.

Environment Friendly and Recyclable CuCl2-mediated C-S Bond Coupling Strategy Using DMEDA as Ligand, Base and Solvent

Synthesis ◽  
2021 ◽  
Author(s):  
Guodong Shen ◽  
Qichao Lu ◽  
Zeyou Wang ◽  
Weiwei Sun ◽  
Yalin Zhang ◽  
...  
Keyword(s):  
Catalytic System ◽  
Bond Formation ◽  
Environmentally Friendly ◽  
Industrial Applications ◽  
Reaction Conditions ◽  
Environment Friendly ◽  
Economic Strategy ◽  
Formation Reaction ◽  
Simple Reaction ◽  
Coupling Strategy

Simple reaction conditions and recyclable reagents are an irreplaceable advantage for environmentally friendly industrial applications. An environment friendly, recyclable and economic strategy was developed to synthesize diaryl chalcogenides by the CuCl2 catalyzed C-S bond formation reaction via iodobenzenes and benzenethiols/1,2-diphenyldisulfanes using N,N’-dimethylethane-1,2-diamine (DMEDA) as ligand, base and solvent. For these reactions, especially the reactions of diiodobenzenes and aminobenzenethiols/disulfanediyldianilines, a range of substrates is compatible to give the corresponding products in good to excellent yields. Both the reaction reagents of the catalytic system (CuCl2/DMEDA) are inexpensive, conveniently separable and recyclable for more than 5 cycles.

scholarly journals Selective C–O bond formation via a photocatalytic radical coupling strategy: access to perfluoroalkoxylated (ORF) arenes and heteroarenes

2017 ◽  
Vol 8 (9) ◽  
pp. 6066-6070 ◽  
Author(s):  
Johnny W. Lee ◽  
Dominique N. Spiegowski ◽  
Ming-Yu Ngai
Keyword(s):  
Bond Formation ◽  
Radical Coupling ◽  
Coupling Strategy

Synthesis of perfluoroalkoxylated (hetero)arenes (Ar–ORF) from readily available perfluoroalkyl iodides (RF–I) through photocatalytic selective O–RF bond formation.

scholarly journals C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines

2011 ◽  
Vol 7 ◽  
pp. 338-345 ◽  
Author(s):  
Dhilli Rao Gorja ◽  
K Shiva Kumar ◽  
K Mukkanti ◽  
Manojit Pal
Keyword(s):  
Cytotoxic Activity ◽  
Catalytic System ◽  
High Selectivity ◽  
Bond Formation ◽  
Terminal Alkynes ◽  
Ether Bond ◽  
Pharmacological Evaluation

The Pd/C–CuI–PPh3 catalytic system facilitated C–C bond formation between 4-chlorothieno[2,3-d]pyrimidines and terminal alkynes in methanol with high selectivity without generating any significant side products arising from C–O bond formation between the chloro compounds and methanol. A variety of novel 4-alkynylthieno[2,3- d]pyrimidines were prepared via alkynylation of 4-chlorothieno[2,3-d]pyrimidines in good to excellent yields. Some of the compounds synthesized were tested for cytotoxic activity in vitro.

scholarly journals Enantioselective radical process for synthesis of chiral indolines by metalloradical alkylation of diverse C(sp3)–H bonds

2018 ◽  
Vol 9 (22) ◽  
pp. 5082-5086 ◽  
Author(s):  
Xin Wen ◽  
Yong Wang ◽  
X. Peter Zhang
Keyword(s):  
Stereoselective Synthesis ◽  
Bond Formation ◽  
Radical Process

A new C–C bond formation strategy based on enantioselective radical alkylation of C(sp3)–H bonds via Co(ii)-based metalloradical catalysis has been demonstrated for stereoselective synthesis of chiral indolines.

scholarly journals Nitrosonium ion catalysis: aerobic, metal-free cross-dehydrogenative carbon–heteroatom bond formation

2018 ◽  
Vol 54 (92) ◽  
pp. 13022-13025 ◽  
Author(s):  
Luis Bering ◽  
Laura D’Ottavio ◽  
Giedre Sirvinskaite ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Nitrosonium Ion

Catalytic cross-dehydrogenative coupling of heteroarenes with thiophenols and phenothiazines has been developed under mild and environmentally benign reaction conditions.

scholarly journals Direct Dehydrogenative Coupling of Alcohols with Hydrosilanes Promoted by Sodium tri(sec-butyl)borohydride

Catalysts ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 618 ◽  
Author(s):  
Maciej Skrodzki ◽  
Maciej Zaranek ◽  
Samanta Witomska ◽  
Piotr Pawluc
Keyword(s):  
Organic Synthesis ◽  
Catalytic System ◽  
Mild Conditions ◽  
Dehydrogenative Coupling ◽  
Stoichiometric Reaction ◽  
Work Up

Alkoxysilanes find application in many areas of chemistry ranging from research-scale organic synthesis to multi-ton production of materials. Classically, they are obtained in stoichiometric reaction of alcoholysis of chlorosilanes, however, recent years brought development in the field of direct dehydrogenative coupling of hydrosilanes with alcohols, which is a more atom-economic and benign alternative to the former process. In this paper, we report the use of sodium tri(sec-butyl)borohydride as a convenient promoter of this reaction. Exemplary syntheses carried out under mild conditions and without additional solvents, followed by very easy work-up procedure, show excellent potential for application of so devised catalytic system.

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