Microwave Induced Green chemistry approach towards synthesis of heterocyclic compounds via C-N Bond Forming Reactions

2021 ◽  
Vol 08 ◽  
Author(s):  
Bimal Krishna Banik ◽  
Biswa Mohan Sahoo ◽  
BVV Ravi Kumar ◽  
Krishna Chandra Panda

: The synthesis of heterocyclic compounds via carbon-nitrogen (C-N) bond formation reaction is considered as an emerged and efficient protocol in the field of synthetic chemistry. The C–N bond-forming reactions can proceed through condensation, coupling, ring-opening, cyclization or ring closure process etc. The reactivity pattern of these reactions mainly depends upon the reaction conditions as well as the type of catalysts and reacting substances that are associated with the synthesis of heterocyclic compounds containing the C-N system including pyrazole, imidazole, pyridine, pyrimidine, thiazole, tetrazole, isoxazole, benzothiazine and benzimidazole etc. Further, the technique of microwave-induced synthesis becomes an alternative strategy for the sustainable production of structurally diverse organic compounds. This method provides a cleaner reaction, faster reaction rate, atom economy and energy-efficient. So, the utilization of microwave radiation in organic synthesis becomes resource-friendly and eco-friendly processes. It follows the green chemistry approach by using safer solvents, renewable starting materials and green catalysts. The unique feature of this method is to generate various types of bioactive or medicinal agents.

2021 ◽  
Vol 25 ◽  
Author(s):  
Goutam Brahmachari ◽  
Nayana Nayek ◽  
Mullicka Mandal ◽  
Anindita Bhowmick ◽  
Indrajit Karmakar

: Ultrasonication, nowadays, is well-regarded as an effective green tool in implementing a plethora of organic transformations. The last decade has seen quite useful applications of ultrasound irradiation in synthetic organic chemistry. Ultrasound has already come out as a unique technique in green chemistry practice, for its inherent properties of minimizing wastes and reducing energy and time, thereby increasing the product yields with higher purities under milder reaction conditions. The present review summarizes ultrasound-promoted useful organic transformations involving both carbon-carbon and carbon-heteroatom (N, O, S) bond-forming reactions in the absence or presence of varying catalytic systems, reported during the period 2016-2020.


ChemInform ◽  
2011 ◽  
Vol 42 (52) ◽  
pp. no-no
Author(s):  
Alexander V. Butin ◽  
Fatima A. Tsiunchik ◽  
Olga N. Kostyukova ◽  
Maxim G. Uchuskin ◽  
Igor V. Trushkov

Synthesis ◽  
2021 ◽  
Author(s):  
Ali Nikbakht ◽  
Fariba Mohammadi ◽  
Mohammad Sadeq Mousavi ◽  
Kamran Amiri ◽  
Saeed Balalaie ◽  
...  

A regio- and the diastereoselective ring-expansion reaction of N-acyl aziridine has been described for the synthesis of 4-carboxamide oxazolines using InCl3. A domino Ugi-Joullié/ring expansion reaction of arylphenylazirines, isocyanides, and carboxylic acids led to the target product through N-acylaziridine intermediate in the presence of indium catalyst. The oxazolines were synthesized in moderate to excellent yields with high atom-economy and high bond-forming efficiency under mild reaction conditions.


Synthesis ◽  
2011 ◽  
Vol 2011 (16) ◽  
pp. 2629-2638 ◽  
Author(s):  
Alexander Butin ◽  
Fatima Tsiunchik ◽  
Olga Kostyukova ◽  
Maxim Uchuskin ◽  
Igor Trushkov

2019 ◽  
Vol 10 (37) ◽  
pp. 8642-8647 ◽  
Author(s):  
Youhei Takeda ◽  
Kaoru Shibuta ◽  
Shohei Aoki ◽  
Norimitsu Tohnai ◽  
Satoshi Minakata

A Pd/Cu catalyst-controlled regiodivergent and stereospecific ring-opening C(sp3)–Si cross-coupling of 2-arylaziridines with silylborane has been developed and a new tandem reaction to give another regioisomer of silylamine has been discovered.


Author(s):  
R. Shemehen ◽  
O. Khilya ◽  
Yu. Volovenko

This article reports on the reaction of 2-hetaryl-2-(furanyl-2-ylidene)acetonitriles with aromatic amines as N-nucleophiles. 2-Hetaryl-2-(furanyl-2-ylidene)acetonitriles represent versatile building blocks in syntheses of ω-(N-aryl)alkyl substituted heterocycles due to the presence of 1,3-bielectrophilic acrylonitrile fragment functionalized with unsaturated heterocyclic ring and nucleophilic azaheterocyclic moiety. The carbonyl group masked within the N-arylpyrrolidinylidene fragment which undergoes a ring opening through the reaction with nucleophiles. So, a method for the synthesis of 2-hetaryl-6-hydroxy-3-(arylamino)hex-2-enenitriles and 2-hetaryl-2-(N-arylpyrrolidin-2-ylidene)acetonitriles has been developed by us. The proposed scheme is based on the available reagents using. As a result of Michael addition, the aromatic amines to 2-hetaryl-2-(furanyl-2-ylidene)acetonitriles followed by ring transformations has formed two types of products, depending on the reaction conditions. The reaction of substituted furanylylideneacetonitriles with aromatic amines proceeds in good to high yields affording the corresponding 3-(arylamino)hex-2-enenitriles and 2-(N-arylpyrrolidin-2-ylidene)acetonitriles derivatives. The stereochemistry of the ring-opening reaction follows the rules of a classical SN2 mechanism. The resulting linear products can be cyclized to 2-hetaryl-2-(furanyl-2-ylidene)acetonitriles in high yields by treatment with the catalytic amount of acid or the equimolar amount of aromatic amines. Under these conditions 2-hetaryl-6-hydroxy-3-(arylamino)hex-2-enenitriles arising from reaction gives the ring closure. Since both ring-opening and cyclisation occur with fixed stereochemistry the reaction appears a valuable modification to the preparation of acetonitriles derivatives.


Synthesis ◽  
2021 ◽  
Author(s):  
Abdolali Alizadeh ◽  
Akram Bagherinejad ◽  
Mojtaba Khanpour

AbstractA novel iodine-mediated rearrangement of heterocyclic [3.3.3]propellanes under green conditions is described. This metal-free transformation for the straightforward synthesis of substituted 2-azaanthraquinones proceeds via ring opening/dissociation of C–O and C–N bonds/intramolecular C(sp3)–C(sp3) bond formation/ring expansion/aza-ring closure/1,3-N to N alkyl migration. High atom-efficiency, synthetically useful yields, easily accessible starting materials, and mild reaction conditions are advantages of this process.


2020 ◽  
Vol 23 (1) ◽  
pp. 83-88
Author(s):  
Fatemeh Malamiri ◽  
Samad Khaksar ◽  
Rashid Badri ◽  
Elham Tahanpesar

Aim and Objective: An efficient and practical procedure for the synthesis of heterocyclic compounds such as quinazolines, quinoxalines and bis(indolyl)methanes was developed using 3,5-bis(trifluoromethyl) phenyl ammonium hexafluorophosphate (BFPHP) as a novel organocatalyst. Material and Method: All of the obtained products are known compounds and identified by IR, 1HNMR, 13CNMR and melting points. Results: Various products were obtained in good to excellent yields under reaction conditions. Conclusion: The BFPHP organocatalyst demonstrates a novel class of non-asymmetric organocatalysts, which has gained much attention in green chemistry.


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