Metal-free, green and efficient oxidative α halogenation of enaminones by halo acid and DMSO

2019 ◽  
Vol 43 (17) ◽  
pp. 6563-6568 ◽  
Author(s):  
Ganesh Shivayogappa Sorabad ◽  
Mahagundappa Rachappa Maddani
Keyword(s):  
Present Method ◽  
Reaction Conditions ◽  
Metal Free ◽  
Oxidative Halogenation ◽  
Straightforward Approach

Metal free oxidative halogenation of N-aryl enaminones has been demonstrated using a DMSO–halo acid combination under mild reaction conditions. The present method is a straightforward approach and is also applied for the synthesis of chromenone derivatives in excellent yields.

Synthesis of Spirofluorenyl-1,2,4-oxadiazinan-5-ones through Metal-Free [3+3] Cycloaddition of N-Vinyl Fluorenone Nitrones with Aza-oxyallyl Cations

Synthesis ◽  
2019 ◽  
Vol 52 (03) ◽  
pp. 424-432 ◽  
Author(s):  
Yan Luo ◽  
Chun-Hua Chen ◽  
Jin-Qi Zhang ◽  
Cui Liang ◽  
Dong-Liang Mo
Keyword(s):  
Present Method ◽  
Functional Group ◽  
Reaction Conditions ◽  
Alkyl Aryl ◽  
Metal Free ◽  
Oxyallyl Cations

Spirofluorenyl-1,2,4-oxadiazinan-5-ones are prepared in good to excellent yields through metal-free [3+3] cycloaddition of N-vinyl fluorenone nitrones and aza-oxyallyl cations under mild reaction conditions. Detailed studies reveal that N-vinyl fluorenone nitrones show greater reactivity in [3+3] cycloadditions with aza-oxyallyl cations compared to N-alkyl/aryl fluorenone nitrones. The spirofluorenyl-1,2,4-oxadiazinan-5-ones are easily prepared on gram scale. The present method features mild reaction conditions, broad substrate scope, good functional group tolerance and efficient [3+3] cycloadditions of 9-fluorenone nitrones.

p-Sulfonic acid calix[n]arene catalyzed synthesis of bioactive heterocycles: A review

2020 ◽  
Vol 24 ◽  
Author(s):  
Bubun Banerjee ◽  
Gurpreet Kaur ◽  
Navdeep Kaur
Keyword(s):  
Supramolecular Chemistry ◽  
Sulfonic Acid ◽  
Catalytic Efficiency ◽  
The Other ◽  
Reaction Conditions ◽  
Metal Free ◽  
Bioactive Scaffolds ◽  
Wide Range ◽  
Efficient Alternative ◽  
Bioactive Heterocycles

: Metal-free organocatalysts are becoming an important tool for the sustainable developments of various bioactive heterocycles. On the other hand, during last two decades, calix[n]arenes have been gaining considerable attention due to their wide range of applicability in the field of supramolecular chemistry. Recently, sulfonic acid functionalized calix[n] arenes are being employed as an efficient alternative catalyst for the synthesis of various bioactive scaffolds. In this review we have summarized the catalytic efficiency of p-sulfonic acid calix[n]arenes for the synthesis of diverse biologically promising scaffolds under various reaction conditions. There is no such review available in the literature showing the catalytic applicability of p-sulfonic acid calix[n]arenes. Therefore, we strongly believe that this review will surely attract those researchers who are interested about this fascinating organocatalyst.

Synthesis of Pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by Alkyne-Carbonyl Metathesis

Synthesis ◽  
2020 ◽  
Author(s):  
Peter Ehlers ◽  
Peter Langer ◽  
Marian Blanco Ponce ◽  
Silvio Parpart ◽  
Alexander Villinger ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Metathesis Reaction ◽  
Synthetic Methodology ◽  
Facile Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Modular Synthesis

AbstractA concise and modular synthesis of pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by a one-pot two-step reaction consisting of electrophilic acylation followed by an alkyne-carbonyl-metathesis reaction as the final cyclization step is reported. This developed synthetic methodology allows the facile synthesis of these heterocyclic core structures in mainly high overall yields under metal-free conditions. Reaction conditions are carefully optimized and display a novel supplement to access these tricyclic heterocyclic compounds.

Transition metal free, green and facile halogenation of ketene dithioacetals using a KX–oxidant system

2021 ◽  
Author(s):  
Vishakha Rai ◽  
Ganesh Shivayogappa Sorabad ◽  
Mahagundappa Rachappa Maddani
Keyword(s):  
Transition Metal ◽  
Ambient Temperature ◽  
Metal Free ◽  
Ketene Dithioacetals ◽  
System P ◽  
Oxidative Halogenation ◽  
Potassium Halide

A facile oxidative halogenation of α-oxo ketene dithioacetals is achieved by using a potassium halide and an oxidant combination under transition metal free conditions at ambient temperature.

Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives

Synthesis ◽  
2019 ◽  
Vol 52 (01) ◽  
pp. 69-74
Author(s):  
Yuan-Zhao Ji ◽  
Hui-Jing Li ◽  
Ying Liu ◽  
Yan-Chao Wu
Keyword(s):  
Potassium Hydroxide ◽  
Reaction Conditions ◽  
Metal Free ◽  
Vinyl Halides

It has been reported previously that treatment of aryl­ketone-derived arylsulfonylhydrazones with NXS/(nBu)4NX affords exclusively vinyl halides. In contrast, we have found that treatment of aryl­aldehyde-derived arylsulfonylhydrazones with N-chlorosuccinimide in the presence of potassium hydroxide affords 1,2,4,5-tetrazine derivatives in good to excellent yields. The present reactions are carried out under metal-free and mild reaction conditions.

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

2021 ◽  
pp. 1-10
Author(s):  
Pawan K. Sharma ◽  
Rajiv Kumar ◽  
Sita Ram ◽  
Navneet Chandak
Keyword(s):  
Reaction Conditions ◽  
Metal Free

Metal-free, air-promoted, radical-mediated arylation of benzoquinone with phenylhydrazines

2018 ◽  
Vol 73 (10) ◽  
pp. 703-706 ◽  
Author(s):  
Mohammad Hosein Sayahi ◽  
Samira Ansari ◽  
Seyyed Jafar Saghanezhad ◽  
Mohammad Mahdavi
Keyword(s):  
Ambient Temperature ◽  
Reaction Conditions ◽  
Direct Arylation ◽  
Metal Free ◽  
Free Air ◽  
Pharmaceutical Materials

AbstractAn efficient, economic, and air-promoted metal-free method for direct arylation of benzoquinone with phenylhydrazines was developed. This approach leads to the formation of corresponding [1,1′-biphenyl]-2,5-dione derivatives as biological and pharmaceutical materials of interest in good yields, under mild reaction conditions, and at ambient temperature.

Transition-metal-free arylation of benzoxazoles with aryl nitriles

2018 ◽  
Vol 5 (11) ◽  
pp. 1811-1814 ◽  
Author(s):  
Aizhen Wu ◽  
Quan Chen ◽  
Wei Liu ◽  
Lijun You ◽  
Yifan Fu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Reaction Conditions ◽  
Metal Free ◽  
Simple Reaction ◽  
Aryl Nitriles

Transition-metal-free arylation of benzoxazoles with aryl nitriles has been developed to afford important 2-aryl benzoxazoles under simple reaction conditions.

Practical regio- and stereoselective azidation and amination of terminal alkenes

2018 ◽  
Vol 16 (48) ◽  
pp. 9354-9358 ◽  
Author(s):  
Olatunji S. Ojo ◽  
Octavio Miranda ◽  
Kyle C. Baumgardner ◽  
Alejandro Bugarin
Keyword(s):  
Allylic Amines ◽  
Reaction Conditions ◽  
Metal Free ◽  
Terminal Alkenes ◽  
Allylic Azides

A metal-free synthesis of allylic azides and allylic amines was achieved under mild reaction conditions, which represents a milder alternative for azidation and amination reactions.

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