Saccharin and tert-Butyl Nitrite: Cheap and Efficient Reagents for the Synthesis of 1,2,3-Benzotriazine-4-(3H)-ones from 2-Aminobenzamides under Metal-Free Conditions

2018 ◽  
Vol 71 (3) ◽  
pp. 186 ◽  
Author(s):  
Nader Ghaffari Khaligh ◽  
Mohad Rafie Johan ◽  
Juan Joon Ching
Keyword(s):  
Energy Efficiency ◽  
Cost Effectiveness ◽  
Good Yield ◽  
Current Method ◽  
Environmentally Benign ◽  
Efficient Catalyst ◽  
Experimental Procedure ◽  
Metal Free ◽  
Tert Butyl ◽  
First Time

A mild and eco-friendly protocol for the synthesis of 1,2,3-benzotriazine-4-(3H)-ones is described using saccharin as a cheap and efficient catalyst and tert-butyl nitrite as a diazotization reagent for the first time. The current method has advantages such as cost effectiveness, energy efficiency, and simple experimental procedure, good yield of the desired product, and metal-free and environmentally benign conditions.

scholarly journals Saccharin: a cheap and mild acidic agent for the synthesis of azo dyes via telescoped dediazotization

2019 ◽  
Vol 8 (1) ◽  
pp. 24-29 ◽  
Author(s):  
Nader Ghaffari Khaligh ◽  
Mohd Rafie Johan ◽  
Juan Joon Ching
Keyword(s):  
Cost Effectiveness ◽  
Azo Dyes ◽  
Coupling Reaction ◽  
Current Method ◽  
Environmentally Benign ◽  
Synthesis Methods ◽  
Interesting Aspect ◽  
Experimental Procedure ◽  
Acidic Agent ◽  
First Time

Abstract Green synthesis methods are considered as a safer alternative to the conventional synthetic processes due to their eco-friendly nature, cost-effectiveness, and easy handling. In the present study, an eco-friendly and sustainable method for the synthesis of stable arenediazonium has been developed using saccharin as a cheap and mild acidic agent and tert-butyl nitrite as a diazotization reagent for the first time. These stable intermediates were used in the azo coupling reaction with 4-hydroxybenzaldehyde via telescoped dediazotization. The current method has advantages such as reduced waste by avoiding solvent for the purification of intermediate in diazotization step, cost-effectiveness, simple experimental procedure, good yield of azo dyes, metal-free waste, and environmentally benign conditions. An interesting aspect of this study is the recovery of saccharin from the reaction, which could be reused.

Metal-free synthesis of triarylated (Z)-nitrones via H2O-mediated 1,3-dipolar transfer under aerobic conditions

2019 ◽  
Vol 21 (3) ◽  
pp. 675-683 ◽  
Author(s):  
Ke Chen ◽  
Wen-Juan Hao ◽  
Shu-Jiang Tu ◽  
Bo Jiang
Keyword(s):  
Good Yield ◽  
Transfer Reaction ◽  
Environmentally Benign ◽  
Quinone Methides ◽  
Aerobic Conditions ◽  
Metal Free ◽  
Catalyst Free

A new and environmentally benign protocol aimed at the generation of triarylated (Z)-nitrones in generally good yield has been developed via metal- and catalyst-free H2O-mediated 1,3-dipolar transfer reaction of para-quinone methides (p-QMs) with diarylated nitrones under aerobic conditions.

A Three Component Iodine-Catalyzed Oxidative Coupling Reaction: A Heterodifunction of 3-Methylindole

2021 ◽  
Author(s):  
Wei Zhang ◽  
Shiqun Xiang ◽  
Weibin Fan ◽  
Jiang Jin ◽  
Yinghua Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Peroxy Radicals ◽  
Metal Free ◽  
Tert Butyl ◽  
Oxidative Coupling Reaction

A metal-free synthesis of heterodifunctional indole derivaties is developed through TBHP/KI-mediated oxidative coupling. The reaction constructs C-O and C-C bonds in succession with the help of tert-butyl peroxy radicals generated...

An Efficient Substrate-Induced Method for the Synthesis of CF3-Substituted Cyclopropanes by Metal-Free Reaction of Trifluoromethyl Styrylisoxazoles with Nitromethane

Synthesis ◽  
2020 ◽  
Author(s):  
Feng Li ◽  
Hai Ma ◽  
Qing-he Zhao ◽  
Guang-hao Yu ◽  
Ye-chen Meng ◽  
...  
Keyword(s):  
Functional Groups ◽  
Phase Transfer ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Tert Butyl ◽  
Pharmacological Interest ◽  
Substituted Cyclopropanes

AbstractA series of (trifluoromethyl)cyclopropanes (TFCPs) tolerating a broad range of functional groups, known as tert-butyl bioisosteres, have been obtained from the cyclization reaction between nitromethane­ and 5-[β-(trifluoromethyl)styryl]isoxazoles in 70–94% yields and 75:25 to 90:10 dr. This method offers practical access to this cyclopropyl moiety of pharmacological interest, employing an inorganic base under phase-transfer conditions.

scholarly journals Environmentally Benign Synthesis of Tetra-Substituted Imidazoles through 4-Components Strategy Mediated by (S)-3-Methyl-1, 1-Diphenylbutane-1, 2-Diamine

2018 ◽  
Vol 10 (1) ◽  
pp. 39-50
Author(s):  
M. Rana ◽  
A. Rahman ◽  
P. K. Roy ◽  
H. N. Roy
Keyword(s):  
Cost Effectiveness ◽  
Environmentally Benign ◽  
One Pot ◽  
Benign Synthesis

(S)-3-Methyl-1, 1-diphenylbutane-1, 2-diamine has been found to be a mild and effective organocatalyst for one-pot 4-components synthesis of 1, 2, 4, 5-tetra-substituted imidazoles. The key benefits of this protocol is high yielding, cost effectiveness, easy purification and above all, environmentally benign.

Electrochemical Oxidative Cyclization of Alkenes, Boronic Acids, and Dichalcogenides to Access Chalcogenated Boronic Esters and 1,3-Diols

2021 ◽  
Author(s):  
Changfeng Huang ◽  
Jijing Hu ◽  
Guangxian Chen ◽  
Minjian Wu ◽  
Hua Cao ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Oxidative Cyclization ◽  
Environmentally Benign ◽  
Allylic Alcohols ◽  
Efficient Manner ◽  
Metal Free ◽  
Boronic Esters

A sustainable, environmentally benign electrochemical oxidative three-component cyclization of allylic alcohols, boronic acids, and dichalcogenides under metal-free and oxidant-free conditions has been developed, which provides an efficient manner for the...

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