Iodine catalyzed cross-dehydrogenative C–S coupling by C(sp2)–H bond activation: direct access to aryl sulfides from aryl thiols

2015 ◽  
Vol 17 (7) ◽  
pp. 4068-4072 ◽  
Author(s):  
Santosh Kumar Reddy Parumala ◽  
Rama Krishna Peddinti
Keyword(s):  
Bond Activation ◽  
Molecular Iodine ◽  
Solvent Free ◽  
Direct Access ◽  
Aerobic Conditions ◽  
Green Protocol ◽  
Metal Free ◽  
Aryl Sulfides ◽  
Free Metal

An efficient, simple and facile green protocol for the direct sulfenylation of electron-rich species from readily available aryl thiols with the aid of molecular iodine under solvent-free, metal-free and aerobic conditions provides a variety of aryl sulfides in excellent yields.

REACTION OF SOME SALICYL ALDEHYDE DERIVATIVES WITH AMINES ANDPHENYL ACETYLENE

2020 ◽  
Vol 65 (10) ◽  
pp. 61-66
Author(s):  
Trang Nguyen Thi Minh ◽  
Trang Tran Thi Thu ◽  
Hoan Duong Quoc
Keyword(s):  
Coupling Reaction ◽  
Solvent Free ◽  
Metal Free ◽  
Phenyl Acetylene ◽  
A3 Coupling ◽  
Free Metal

Salicylic aldehydes, amine, and phenyl acetylene could react under the solvent-free, metal-free conditions to form propargylamines 1-4 via A3 coupling reaction. The yield of the reaction was up to 83% for 5h. In acetonitrile, the amine became a catalyst to form 6-bromo-3-(5-bromo-2-hydroxybenzyl)-2-phenyl-4Hchromen-4-one (5). Under microwave conditions, it took about 20 min to complete the reaction and gave the same yields as theconventional method. Structures of these compounds were firm with NMR, MS spectra.

Catalytic amounts of CBr4 mediated dehydrogenative coupling of isochromans with aromatic ketones

2015 ◽  
Vol 51 (22) ◽  
pp. 4708-4711 ◽  
Author(s):  
Congde Huo ◽  
Mingxia Wu ◽  
Fengjuan Chen ◽  
Xiaodong Jia ◽  
Yong Yuan ◽  
...  
Keyword(s):  
Solvent Free ◽  
Aromatic Ketones ◽  
Aerobic Conditions ◽  
Metal Free ◽  
Dehydrogenative Coupling

In the presence of catalytic amounts of CBr4 (a metal-free mediator), an unexpected oxidative dehydrogenative coupling of isochromans with ketones occurred to construct new Csp3–Csp3 bonds. The reactions were performed under simple solvent-free aerobic conditions.

Ionic Liquid Catalyzed Efficient Regioselective Synthesis of 1,4- Disubstituted 1,2,3-Triazoles under Metal and Solvent free Conditions

2020 ◽  
Vol 07 ◽  
Author(s):  
Abid H. Banday ◽  
Victor J. Hruby
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Regioselective Synthesis ◽  
Chromatographic Separations ◽  
One Pot ◽  
Green Protocol ◽  
Metal Free ◽  
Organic Azides ◽  
Solvent Free Conditions

Background: Unprecedented, one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles through azide- aldehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions, is described. Objective: Solvent and metal free synthesis of biologically and industrially important triazoles. Methods: Efficient and high yielding synthesis of products avoiding the tedious high solvent workups and chromatographic separations. The synthesis doesn’t involve the routine acetylenes which are very costly but instead cheaper starting materials like aldehydes and organic azides are used. Results: Green protocol based on the catalysis through Ionic Liquids which simultaneously act as solvents. The products are obtained in good to excellent yields in hassle free synthesis. Conclusion: Efficient and green synthesis of structurally and biologically important triazoles.

ChemInform Abstract: Solvent-Free, Metal-Free, Aza-Prins Cyclization: Unprecedented Access to δ-Sultams.

ChemInform ◽  
2013 ◽  
Vol 44 (25) ◽  
pp. no-no
Author(s):  
Damien Clarisse ◽  
Beatrice Pelotier ◽  
Fabienne Fache
Keyword(s):  
Solvent Free ◽  
Prins Cyclization ◽  
Metal Free ◽  
Free Metal

DMSO/iodine-catalyzed oxidative C–Se/C–S bond formation: a regioselective synthesis of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes

2016 ◽  
Vol 6 (9) ◽  
pp. 3087-3098 ◽  
Author(s):  
Sumbal Saba ◽  
Jamal Rafique ◽  
Antonio L. Braga
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Solvent Free ◽  
Regioselective Synthesis ◽  
Metal Free ◽  
Different Types ◽  
Free Iodine

A convenient metal-free and solvent-free iodine-catalyzed regioselective greener protocol to access different types of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes through oxidative C–Se/C–S formation via direct C(sp2)–H bond activation was developed.

One-Pot Regiospecific Synthesis of Indolizines: A Solvent-Free, Metal-Free, Three-Component Reaction of 2-(Pyridin-2-yl)acetates, Ynals, and Alcohols or Thiols

2018 ◽  
Vol 20 (8) ◽  
pp. 2477-2480 ◽  
Author(s):  
Daji Yang ◽  
Yue Yu ◽  
Yuanheng Wu ◽  
Huiyi Feng ◽  
Xuechen Li ◽  
...  
Keyword(s):  
Solvent Free ◽  
One Pot ◽  
Metal Free ◽  
Three Component Reaction ◽  
Free Metal

Solvent-Free, Metal-Free, Aza-Prins Cyclization: Unprecedented Access to δ-Sultams

2012 ◽  
Vol 19 (3) ◽  
pp. 857-860 ◽  
Author(s):  
Damien Clarisse ◽  
Béatrice Pelotier ◽  
Fabienne Fache
Keyword(s):  
Solvent Free ◽  
Prins Cyclization ◽  
Metal Free ◽  
Free Metal

Synthesis of quinazolines from 2-aminobenzylamines with benzylamines and N-substituted benzylamines under transition metal-free conditions

2016 ◽  
Vol 14 (45) ◽  
pp. 10567-10571 ◽  
Author(s):  
Abhishek R. Tiwari ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Transition Metal ◽  
Molecular Iodine ◽  
Solvent Free ◽  
Metal Free ◽  
Solvent Free Conditions

This work reports the synthesis of quinazolines from 2-aminobenzylamines with N-substituted benzylamines in the presence of molecular iodine. The developed methodology works smoothly under transition-metal free, additive free and solvent free conditions and the use of O2 as a green oxidant makes it a greatly economical.

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