Visible-Light-Promoted Three-Component Cycloaddition Reaction: Synthesis of 4-Functionalized 1,5-Disubstituted 1,2,3-Triazoles

2021 ◽  
Author(s):  
atul kumar ◽  
Navaneet Kumar ◽  
Deepak Bhadoria
Keyword(s):  
Visible Light ◽  
Cycloaddition Reaction ◽  
Reaction Synthesis ◽  
Terminal Alkynes ◽  
Sodium Salts ◽  
Three Component Reaction

A first visible-light promoted and photocatalyst-free three-component reaction protocol has been developed to synthesize 4-functionalized 1,5-disubstituted 1,2,3-triazoles from terminal alkynes, arylazides, and arylsulfinic acid sodium salts or arylsulfonyl hydrazides in...

Visible light initiated amino group ortho-directed copper(i)-catalysed aerobic oxidative C(sp)–S coupling reaction: synthesis of substituted 2-phenylbenzothiazoles via thia-Wolff rearrangement

2020 ◽  
Vol 56 (26) ◽  
pp. 3781-3784 ◽  
Author(s):  
Mandapati Bhargava Reddy ◽  
Ramasamy Anandhan
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Reaction Synthesis ◽  
Amino Group ◽  
Terminal Alkynes ◽  
Wolff Rearrangement ◽  
Visible Light Driven

A facile amino group ortho-directed visible-light-driven Cu(i)-catalysed aerobic oxidative C(sp)–S coupling reaction of a dimer of 2-aminothiophenol with terminal alkynes was achieved. The resulting alkynyl sulfides was converted to 2-phenylbenzothiazole via “thia-Wolff rearrangement”.

Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction

2019 ◽  
Author(s):  
Benjamin Lipp ◽  
Lisa Marie Kammer ◽  
Murat Kucukdisli ◽  
Adriana Luque ◽  
Jonas Kühlborn ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Formation ◽  
Three Component Reaction ◽  
Broad Variety ◽  
Styrene Derivatives ◽  
Mechanistic Investigations

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination.<br>

Visible-light-induced remote C(sp3)-H sulfonylvinylation: assembly of cyanoalkylated vinyl sulfones

2021 ◽  
Author(s):  
Ping Bao ◽  
Feiyan Yu ◽  
Fu-Sheng He ◽  
Zhimei Tang ◽  
Wei-Ping Deng ◽  
...  
Keyword(s):  
Visible Light ◽  
Rapid Access ◽  
Three Component Reaction ◽  
Propargyl Alcohols

A photoinduced sulfonylvinylation of unactivated C(sp3)-H bond through a three-component reaction of propargyl alcohols, potassium metabisulfite and cycloketone oxime esters is developed. This approach enables rapid access to cyanoalkylated vinyl...

Visible-light-promoted sulfonylation of thiols with aryldiazonium and sodium metabisulphite leading to unsymmetrical thiosulfonates

2021 ◽  
Author(s):  
Yu-Fen Lv ◽  
Jinyun Luo ◽  
Yuchuan Ma ◽  
Qi Dong ◽  
Lin He
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Metal Free ◽  
Sodium Metabisulphite ◽  
Three Component Reaction

A new visible-light-mediated protocol has been proposed for the synthesis of thiosulfonates via metal-free sulfonylation of thiols with aryldiazonium and sodium metabisulphite at room temperature. This mild three-component reaction, simply...

In situ 1,3-dipolar azide cycloaddition reaction: synthesis of functionalized d-glucose based chiral piperidine and oxazepine analogues

Tetrahedron ◽  
2004 ◽  
Vol 60 (23) ◽  
pp. 4959-4965 ◽  
Author(s):  
Subhankar Tripathi ◽  
Kaushik Singha ◽  
Basudeb Achari ◽  
Sukhendu B Mandal
Keyword(s):  
Cycloaddition Reaction ◽  
Reaction Synthesis

FACE-selective fluorogenic cycloaddition reaction between coumarin azides and sugar terminal alkynes: an experimental and computational study

2011 ◽  
Vol 346 (15) ◽  
pp. 2327-2336 ◽  
Author(s):  
Ramanathan Rajaganesh ◽  
Pawar Ravinder ◽  
Venkatesan Subramanian ◽  
Thangamuthu Mohan Das
Keyword(s):  
Computational Study ◽  
Cycloaddition Reaction ◽  
Terminal Alkynes

scholarly journals Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

2017 ◽  
Vol 67 (3) ◽  
pp. 309-324 ◽  
Author(s):  
Nadjet Rezki ◽  
Mohamed Reda Aouad
Keyword(s):  
Antimicrobial Activity ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Terminal Alkynes ◽  
One Pot ◽  
Alkyl Aryl ◽  
Antimicrobial Evaluation ◽  
Ultrasound Assisted ◽  
Click Synthesis

AbstractThe present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles4a-ethrough a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involvesin situgeneration of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO4/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates6a-owere recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.

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