scholarly journals Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Chlorobenzenesulfonates

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5895
Author(s):  
Elwira Bisz
Keyword(s):  
Organic Chemistry ◽  
Catalytic System ◽  
Cross Coupling ◽  
Environmentally Benign ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions ◽  
Bioactive Properties ◽  
Synthetic Intermediates

Aryl sulfonate esters are versatile synthetic intermediates in organic chemistry as well as attractive architectures due to their bioactive properties. Herein, we report the synthesis of alkyl-substituted benzenesulfonate esters by iron-catalyzed C(sp2)–C(sp3) cross-coupling of Grignard reagents with aryl chlorides. The method operates using an environmentally benign and sustainable iron catalytic system, employing benign urea ligands. A broad range of chlorobenzenesulfonates as well as challenging alkyl organometallics containing β-hydrogens are compatible with these conditions, affording alkylated products in high to excellent yields. The study reveals that aryl sulfonate esters are the most reactive activating groups for iron-catalyzed alkylative C(sp2)–C(sp3) cross-coupling of aryl chlorides with Grignard reagents.

Novel cross-coupling reactions between organotellurides and Grignard reagents employing a MnCl2/CuI catalytic system

2012 ◽  
Vol 53 (28) ◽  
pp. 3556-3559 ◽  
Author(s):  
Marcio S. Silva ◽  
Renan S. Ferrarini ◽  
Bruno A. Sousa ◽  
Fabiano T. Toledo ◽  
João V. Comasseto ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

ChemInform Abstract: Novel Cross-Coupling Reactions Between Organotellurides and Grignard Reagents Employing a MnCl2/CuI Catalytic System.

ChemInform ◽  
2012 ◽  
Vol 43 (43) ◽  
pp. no-no
Author(s):  
Marcio S. Silva ◽  
Renan S. Ferrarini ◽  
Bruno A. Sousa ◽  
Fabiano T. Toledo ◽  
Joao V. Comasseto ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Withdrawal Notice: Recent Advances in Sonogashira Cross-Coupling Reactions Under Solvent-Free Conditions

2020 ◽  
Vol 24 ◽  
Author(s):  
Teng Wang ◽  
Zongrui Liu ◽  
Songlin Wang ◽  
Esmail Vessally
Keyword(s):  
Organic Chemistry ◽  
Editorial Policy ◽  
Cross Coupling ◽  
Solvent Free ◽  
Coupling Reactions ◽  
Editorial Policies ◽  
Cross Coupling Reactions ◽  
Recent Advances ◽  
Solvent Free Conditions ◽  
Copyright Permission

The article has been withdrawn at the request of editor of the journal Current Organic Chemistry: Bentham Science apologizes to the readers of the journal for any inconvenience this may have caused. The Bentham Editorial Policy on Article Withdrawal can be found at https://benthamscience.com/editorial-policies-main.php BENTHAM SCIENCE DISCLAIMER: It is a condition of publication that manuscripts submitted to this journal have not been published and will not be simultaneously submitted or published elsewhere. Furthermore, any data, illustration, structure or table that has been published elsewhere must be reported, and copyright permission for reproduction must be obtained. Plagiarism is strictly forbidden, and by submitting the article for publication the authors agree that the publishers have the legal right to take appropriate action against the authors, if plagiarism or fabricated information is discovered. By submitting a manuscript, the authors agree that the copyright of their article is transferred to the publishers if and when the article is accepted for publication.

Highly selective introduction of heteroatom groups to isocyanides and its application to electrocyclic reactions

2012 ◽  
Vol 85 (4) ◽  
pp. 785-799 ◽  
Author(s):  
Akiya Ogawa ◽  
Taichi Tamai ◽  
Takenori Mitamura ◽  
Akihiro Nomoto
Keyword(s):  
Cross Coupling ◽  
Molecular Iodine ◽  
Radical Cyclization ◽  
Sharp Contrast ◽  
Quinoline Derivatives ◽  
Coupling Reactions ◽  
Electrocyclic Reactions ◽  
Cross Coupling Reactions ◽  
Cyclization Process ◽  
Synthetic Intermediates

Photoinduced cyclization of o-alkenylaryl isocyanides with (PhS)2 in the presence of (PhTe)2 affords the corresponding bisthiolated indene derivatives in good yields via radical cyclization process by thio radical. The procedure can be applied to the construction of tetracyclic systems by using bis(o-aminophenyl) disulfides in place of (PhS)2. In sharp contrast, when o-alkynylaryl isocyanides are employed as the substrates, novel electrocyclic reactions take place upon photoirradiation or heating at 40~80 °C to generate quinoline 2,4-biradical species, which are trapped with organic diselenides, ditellurides, and molecular iodine to give the corresponding 2,4-diseleno-, ditelluro-, and diiodo-quinoline derivatives, respectively, in good yields. The obtained quinoline derivatives are useful synthetic intermediates; for example, cross-coupling reactions using 2,4-diiodoquinolines lead to the preparation of functionalized quinoline derivatives.

scholarly journals Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Alkyl Grignard Reagents and Identification of Selective Anti-Breast-Cancer Agents

2014 ◽  
Vol 126 (9) ◽  
pp. 2454-2459 ◽  
Author(s):  
Ivelina M. Yonova ◽  
A. George Johnson ◽  
Charlotte A. Osborne ◽  
Curtis E. Moore ◽  
Naomi S. Morrissette ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions
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