scholarly journals N-Iodosuccinimide as a Precatalyst for Direct Cross-Coupling of Alcohols with C-Nucleophiles under Solvent-Free Reaction Conditions

Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 850
Author(s):  
Njomza Ajvazi ◽  
Stojan Stavber
Keyword(s):  
Large Scale ◽  
Bond Formation ◽  
Cross Coupling ◽  
Solvent Free ◽  
Reaction Conditions ◽  
Benzyl Alcohols ◽  
Metal Free ◽  
Direct Cross ◽  
Synthetic Routes ◽  
Solvent Free Reaction

C–C bond formation is one of the most important implements in synthetic organic chemistry. In pursuit of effective synthetic routes functioning under greener pathways to achieve direct C–C bond formation, we report N-iodosuccinimide (NIS) as the most effective precatalyst among the N-halosuccinimides (NXSs) for the direct cross-coupling of benzyl alcohols with C-nucleophiles under solvent-free reaction conditions (SFRC). The protocol is metal-free, and air- and water-tolerant, providing a large-scale synthesis with almost quantitative yields.

Molecular iodine as a mild catalyst for cross-coupling of alkenes and alcohols

2018 ◽  
Vol 90 (2) ◽  
pp. 377-386 ◽  
Author(s):  
Klara Čebular ◽  
Stojan Stavber
Keyword(s):  
Molecular Diversity ◽  
Bond Formation ◽  
Cross Coupling ◽  
Acid Catalyst ◽  
Molecular Iodine ◽  
Reaction Conditions ◽  
Benzyl Alcohols ◽  
Synthetic Procedure ◽  
Lewis Acid Catalyst ◽  
Solvent Free Reaction

Abstract C–C bond formation is one of the most fundamental approaches toward molecular diversity in organic synthesis. In pursuit of environmentally friendlier chemical approaches to organic chemistry, we present a new metal-free method for direct dehydrative cross-coupling of alcohols and alkenes using molecular iodine as a Lewis acid catalyst under solvent-free reaction conditions. The reaction is atom-economical, tolerant to air and allows simple synthetic procedure, furnishing Csp3–Csp2 coupling products with yields up to 97%. The method has proved efficient for coupling of secondary benzyl alcohols with phenyl-substituted alkenes.

Hypervalent Iodine Mediated Efficient Solvent-Free Regioselective Halogenation and Thiocyanation of Fused N-Heterocycles

Synlett ◽  
2019 ◽  
Vol 30 (13) ◽  
pp. 1573-1579 ◽  
Author(s):  
Divakar Reddy Indukuri ◽  
Gal Reddy Potuganti ◽  
Manjula Alla
Keyword(s):  
Alkali Metal ◽  
Solvent Free ◽  
Heterocyclic Amines ◽  
Ammonium Salts ◽  
Hypervalent Iodine ◽  
Pyrimidine Derivatives ◽  
Reaction Conditions ◽  
Metal Free ◽  
Solvent Free Reaction

A facile, rapid, metal-free regioselective halogenation and thiocyanation of imidazo[1,2-a]pyridine/pyrimidine heterocycles has been achieved under solvent-free reaction conditions. Halogenations and thiocyanation of the heterocycles could be accomplished by simple grinding of reactants and hypervalent iodine reagents with the corresponding alkali metal or ammonium salts. The method has been extrapolated to a cleaner synthesis of brominated imidazo[1,2-a]pyridine/pyrimidine derivatives, starting from the corresponding heterocyclic amines and substituted α-bromoketones, utilising HBr generated in situ as the source of bromine.

Organic nanocages: a promising testbed for catalytic CO2 conversion

2019 ◽  
Vol 3 (10) ◽  
pp. 2567-2571 ◽  
Author(s):  
MD. Waseem Hussain ◽  
Arkaprabha Giri ◽  
Abhijit Patra
Keyword(s):  
Solvent Free ◽  
Co2 Conversion ◽  
Reaction Conditions ◽  
Metal Free ◽  
Organic Carbonates ◽  
Solvent Free Reaction

Shape-persistent N-rich organic cages are demonstrated as catalysts for the metal-free conversion of CO2 and epoxides into cyclic organic carbonates under solvent-free reaction conditions.

Halogenation of ketones with N-halosuccinimides under solvent-free reaction conditions

Tetrahedron ◽  
2008 ◽  
Vol 64 (22) ◽  
pp. 5191-5199 ◽  
Author(s):  
Igor Pravst ◽  
Marko Zupan ◽  
Stojan Stavber
Keyword(s):  
Solvent Free ◽  
Reaction Conditions ◽  
Solvent Free Reaction

scholarly journals Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions

2013 ◽  
Vol 9 ◽  
pp. 2344-2353 ◽  
Author(s):  
Sudipta Pathak ◽  
Kamalesh Debnath ◽  
Animesh Pramanik
Keyword(s):  
Sulfuric Acid ◽  
Low Cost ◽  
Solvent Free ◽  
Primary Amines ◽  
Solid Catalyst ◽  
Silica Sulfuric Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Solvent Free Reaction

A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products.

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.

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