Aryl thiol-vinyl azide coupling reaction and thiol-vinyl azide coupling/cyclization cascade: efficient synthesis of β-ketosulfides and arene-fused 5-methylene-2-pyrrolidinone derivatives

2021 ◽  
Author(s):  
Yong Wang ◽  
Yu-Jiao Wang ◽  
Xian-Cheng Liang ◽  
Mei-Hua Shen ◽  
Hua-Dong Xu ◽  
...  
Keyword(s):  
Addition Reaction ◽  
Coupling Reaction ◽  
The Other ◽  
Efficient Synthesis ◽  
Coupling Process

The addition reaction of thiol to vinyl azide has been extensively studied. Variously substituted aryl thiols are all viable for this coupling process. The scope of the other partner is...

scholarly journals PEG-embedded KBr3: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

2011 ◽  
Vol 7 ◽  
pp. 1334-1341 ◽  
Author(s):  
Sanny Verma ◽  
Suman L Jain ◽  
Bir Sain
Keyword(s):  
Coupling Reaction ◽  
Recyclable Catalyst ◽  
Efficient Synthesis ◽  
Molecular Bromine ◽  
Keto Ester ◽  
One Step ◽  
High Yields ◽  
Multicomponent Coupling ◽  
Three Component Coupling

PEG-embedded potassium tribromide ([K+PEG]Br3 −) was found to be an efficient and recyclable catalyst for the synthesis of functionalized piperidines in high yields in a one step, three component coupling between aldehyde, amine and β-keto ester. At the end of the reaction the [K+PEG]Br3 − was readily regenerated from the reaction mixture by treating the residue containing [K+PEG]Br− with molecular bromine.

Bacteriophage Conjugates: The Effect of Coupling Reaction and Specific Antibodies on the Kinetics of Inactivation and Reactivation

1973 ◽  
Vol 28 (1-2) ◽  
pp. 83-90
Author(s):  
Horst Mossmann ◽  
Dietrich K. Hammer
Keyword(s):  
Bacteriophage T4 ◽  
Covalent Binding ◽  
Coupling Reaction ◽  
Order Reaction ◽  
Direct Plating ◽  
Specific Antibodies ◽  
Coupling Process ◽  
First Order ◽  
Kinetics Of ◽  
Critical Site

The reaction of bacteriophage T4 with 1-fluoro-2,4-dinitrobenzene resulted in a covalent binding of 2,4-dinitrophenyl (DNP) determinants to the phage. From the kinetics of inactivation reflecting the coupling process it is concluded that attachment of more than one DNP group to the critical site(s) of the phage is required for inactivation (multi-hit reaction). Contrary to this the neutralization of DNP-T4 by anti-DNP antibody turned out to be a first order reaction, until 80 %> neutralization fitting one-hit kinetics. If compared with native T4, the susceptibility of DNP-T4 to neutralization by anti-T4 antibody is considerably higher, indicating that attachment of DNP groups to T4 amplifies the sensitivity to neutralization by anti-T4. Comparing neutralization kinetics of DNP-T4 and native T4 by anti-DNP-T4 antibody it is suggested that native determinants and DNP groups, as well as determinants resulting from alteration due to the coupling process, all together may contribute as targets for neutralization. Three characteristics strengthen the view that the velocity of T4 conjugates in infecting the host strain is markedly decreased if compared with that of native T4: (a) considerable discrepancy between direct plating and decision technique (b) increasing variety of plaque size and (c) decreased velocity of the first step of reproduction. The kinetics of neutralization observed can be reconciled with a model proposed by Krummel and Uhr. The kinetics of reactivation of neutralized DNP-T4 by the presence cf DNP-BSA has been investigated and the problems involved in the reaction are discussed.

An Efficient Synthesis of Optically Active 4-Benzyloxy-3-hydoroxy-1-butyne and Its Cross-Coupling Reaction

Heterocycles ◽  
1992 ◽  
Vol 33 (2) ◽  
pp. 831 ◽  
Author(s):  
Seiichi Takano ◽  
Masashi Akiyama ◽  
Takumichi Sugihara ◽  
Kunio Ogasawara
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Optically Active ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction

Efficient Synthesis of 3-Amino-1,5-benzodiazepine-2-one Derivatives

Synlett ◽  
2017 ◽  
Vol 28 (10) ◽  
pp. 1183-1186 ◽  
Author(s):  
Nobuhiro Obara ◽  
Takeshi Watanabe ◽  
Tomohiro Asakawa ◽  
Toshiyuki Kan ◽  
Takao Tanaka
Keyword(s):  
Michael Addition ◽  
Convenient Method ◽  
Addition Reaction ◽  
Efficient Synthesis ◽  
Michael Addition Reaction ◽  
One Pot ◽  
Simple Method ◽  
The Michael Addition

A convenient method for synthesizing 3-amino-1,5-benzodiazepine-2-one via the Michael addition reaction of o-phenylenediamine with dehydroalanine ester derivatives, followed by cyclization, was developed. This simple method was used to obtain a variety of N-substituted 3-amino-1,5-benzodiazepine-2-ones in one pot with good yields.

The Versatility of the Aryne–Imine–Aryne Coupling for the ­Synthesis of Acridinium Photocatalysts

Synlett ◽  
2021 ◽  
Author(s):  
Christof Sparr ◽  
Valeriia Hutskalova
Keyword(s):  
Substitution Reaction ◽  
Precious Metal ◽  
Photophysical Properties ◽  
Cation Radical ◽  
Coupling Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
The Novel ◽  
Aromatic Substitution ◽  
Efficient Synthesis

AbstractThe increasing use of acridinium photocatalysts as sustainable alternative to precious metal-based counterparts encourages the design and efficient synthesis of distinct catalyst structures. Herein, we report our exploration of the scope of the aryne–imine–aryne coupling reaction combined with a subsequent acridane oxidation for a short two-step approach towards various acridinium salts. The photophysical properties of the novel photocatalysts were investigated and the practical value was demonstrated by a cation-radical accelerated nucleophilic aromatic substitution reaction.

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