Intramolecular cyclization of diarylmethanols and α,β-unsaturated amides promoted by KOt-Bu/DMF: a metal-free approach towards 3,4-disubstituted quinolinones

2016 ◽  
Vol 14 (47) ◽  
pp. 11148-11153 ◽  
Author(s):  
Jia-hua Chen ◽  
Zi-cong Chen ◽  
Hong Zhao ◽  
Yong Zou ◽  
Xue-jing Zhang ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Facile Synthesis ◽  
Metal Free

A facile synthesis of 3,4-disubstituted quinolinones had been developed via KOt-Bu/DMF promoted intramolecular addition of diarylmethanols to α,β-unsaturated amides.

Visible light driven metal-free intramolecular cyclization: a facile synthesis of 3-position substituted 3,4-dihydroisoquinolin-1(2H)-one

2019 ◽  
Vol 17 (2) ◽  
pp. 380-387 ◽  
Author(s):  
Shuai Zou ◽  
Shu Geng ◽  
Lina Chen ◽  
Haitao Wang ◽  
Feng Huang
Keyword(s):  
Visible Light ◽  
Intramolecular Cyclization ◽  
Facile Synthesis ◽  
Metal Free ◽  
Visible Light Driven

Visible light driven metal-free intramolecular cyclization: a facile synthesis of 3-position substituted 3,4-dihydroisoquinolin-1(2H)-one.

scholarly journals Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans

RSC Advances ◽  
2018 ◽  
Vol 8 (50) ◽  
pp. 28637-28641 ◽  
Author(s):  
Yong Liu ◽  
Tao Lu ◽  
Wei-Fang Tang ◽  
Jian Gao
Keyword(s):  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Free Base ◽  
Facile Synthesis ◽  
Metal Free

An efficient and practical transition-metal-free synthesis of 2-substituted benzo[b]furans catalyzed by readily accessible base was developed with broad substrates scope.

Synthesis of Pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by Alkyne-Carbonyl Metathesis

Synthesis ◽  
2020 ◽  
Author(s):  
Peter Ehlers ◽  
Peter Langer ◽  
Marian Blanco Ponce ◽  
Silvio Parpart ◽  
Alexander Villinger ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Metathesis Reaction ◽  
Synthetic Methodology ◽  
Facile Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Modular Synthesis

AbstractA concise and modular synthesis of pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by a one-pot two-step reaction consisting of electrophilic acylation followed by an alkyne-carbonyl-metathesis reaction as the final cyclization step is reported. This developed synthetic methodology allows the facile synthesis of these heterocyclic core structures in mainly high overall yields under metal-free conditions. Reaction conditions are carefully optimized and display a novel supplement to access these tricyclic heterocyclic compounds.

Transition-metal-free and facile synthesis of 3-alkynylpyrrole-2, 4-dicarboxylates from methylene isocyanides and propiolaldehyde

2021 ◽  
Author(s):  
Xiaoli Huo ◽  
Xiaojuan Chen ◽  
Liya Yu ◽  
Chong Zhang ◽  
Linghui Zeng ◽  
...  
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Transformation Process ◽  
Facile Synthesis ◽  
Direct Transformation ◽  
Metal Free

A transition-metal-free, facile and efficient method for the synthesis of 3-alkynylpyrrole-2, 4-dicarboxylates from methylene isocyanides and propiolaldehyde with moderate to good yields has been developed. The direct transformation process and...

Microwave irradiated synthesis of 2-bromo(chloro)indoles via intramolecular cyclization of 2-(gem-dibromo(chloro)vinyl)anilines in the presence of TBAF under metal-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (51) ◽  
pp. 26918-26923 ◽  
Author(s):  
Min Wang ◽  
Pinhua Li ◽  
Wei Chen ◽  
Lei Wang
Keyword(s):  
Microwave Irradiation ◽  
Intramolecular Cyclization ◽  
Metal Free

2-Bromo(chloro)indoles were readily prepared through TBAF-promoted intramolecular cyclization of 2-(gem-dibromo(chloro)vinyl)anilines in excellent yields under metal-free and microwave irradiation conditions.

A novel and facile synthesis of 4-arylquinolin-2(1H)-ones under metal-free conditions

2015 ◽  
Vol 26 (8) ◽  
pp. 977-979 ◽  
Author(s):  
Bin Sun ◽  
Wen-Peng Mai ◽  
Liang-Ru Yang ◽  
Pu Mao ◽  
Jin-Wei Yuan ◽  
...  
Keyword(s):  
Facile Synthesis ◽  
Metal Free

Organophosphane-Catalyzed Construction of Functionalized 2-Ylideneoxindoles via Direct β-Acylation

Synthesis ◽  
2021 ◽  
Author(s):  
Wey-Chyng Jeng ◽  
Po-Chung Chien ◽  
Sandip Sambhaji Vagh ◽  
Athukuri Edukondalu ◽  
Wenwei Lin
Keyword(s):  
Intramolecular Cyclization ◽  
Efficient Method ◽  
Bond Cleavage ◽  
Scale Up ◽  
Acyl Chlorides ◽  
Metal Free ◽  
Mild Conditions ◽  
Synthetic Utility ◽  
Mechanistic Investigations ◽  
Synthetic Transformations

We report an efficient method for the direct β-acylation of 2-ylideneoxindoles with acyl chlorides in the presence of base-catalyzed by organophosphanes. A variety of functionalized 2-ylideneoxindoles were prepared in moderate to good yields under metal-free and mild conditions via a tandem phospha-Michael/O-acylation/intramolecular cyclization/ rearrangement sequence. The mechanistic investigations revealed that the C-O bond cleavage on possible betaine intermediate is the key step for the installation of keto-functionality at β-position of 2-ylideneoxindoles in a highly stereospecific manner. The synthetic utility of this protocol could also be proven by scale-up reactions and synthetic transformations of the products.

Iodine-mediated C–N and C–S bond formation: regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazoles

2017 ◽  
Vol 41 (1) ◽  
pp. 75-80 ◽  
Author(s):  
Sethurajan Ambethkar ◽  
Muthalu Vellimalai ◽  
Vediappen Padmini ◽  
Nattamai Bhuvanesh
Keyword(s):  
Reaction Time ◽  
Intramolecular Cyclization ◽  
Simple Procedure ◽  
Bond Formation ◽  
Molecular Iodine ◽  
Regioselective Synthesis ◽  
Thiazole Derivatives ◽  
Short Reaction Time ◽  
Metal Free

The regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazole derivatives via amination (C–N) and intramolecular cyclization (C–S) reactions in the presence of molecular iodine has been reported. This method is base and metal free and features inexpensive catalysts, with a simple procedure and a short reaction time.

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