Substrate selective synthesis of indole, tetrahydroquinoline and quinoline derivatives via intramolecular addition of hydrazones and imines

2018 ◽  
Vol 5 (7) ◽  
pp. 1170-1175 ◽  
Author(s):  
Rahul K. Maurya ◽  
Om P. S. Patel ◽  
Devireddy Anand ◽  
Prem P. Yadav
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Quinoline Derivatives ◽  
Metal Free ◽  
Substituted Quinolines

A transition-metal-free, substrate selective synthesis of 2,3-diaryl indoles, 4-hydrazono-tetrahydroquinolines and substituted quinolines has been developed.

Recent Advances in Transition Metal Free Synthetic Protocols for Quinoline Derivatives

2020 ◽  
Vol 24 (16) ◽  
pp. 1815-1852
Author(s):  
Rukhsana Tabassum ◽  
Muhammad Ashfaq ◽  
Hiroyuki Oku
Keyword(s):  
Transition Metal ◽  
Heterocyclic Compounds ◽  
Pharmaceutical Chemistry ◽  
Quinoline Derivatives ◽  
Metal Free ◽  
Substituted Quinolines ◽  
Privileged Scaffold ◽  
Synthetic Routes ◽  
Therapeutic Activities ◽  
Insight Into

The quinoline moiety is a privileged scaffold among heterocyclic compounds that is an important construction motif in the fields of pharmaceutical chemistry. Quinoline molecule possesses a variety of therapeutic activities like antiviral, antimalarial, antibacterial, antitumor, anticancer, antioxidant antihypertensive, antifungal, anthelmintic, cardiotonic, anticonvulsant and anti-inflammatory. This review provides an insight into recent development in transition metal free novel and modified conventional synthetic routes to yield a wide variety of substituted quinolines.

A Sequential Ugi-Smiles / Transition-Metal-Free Endo-Dig Conia-ene Cyclization: The Selective Synthesis of Saccharin Substituted 2,5-dihydropyrroles

2021 ◽  
Author(s):  
Hassan Seyrani ◽  
Sorour Ramezanpour ◽  
Aref Vaezghaemi ◽  
Farzad Kobarfard
Keyword(s):  
Transition Metal ◽  
Free Access ◽  
Selective Synthesis ◽  
Metal Free ◽  
Mild Conditions

A convenient, transition-metal-free access to a series of unprecedented saccharin substituted 2,5-dihydropyrroles is reported. This approach employs a post-Ugi-Smiles 5-endo-dig Conia-ene cyclization sequence in mild conditions while incorporating a series...

Sodium persulfate-promoted site-selective synthesis of mononitroarylamines under transition-metal-free conditions

Tetrahedron ◽  
2019 ◽  
Vol 75 (9) ◽  
pp. 1157-1165
Author(s):  
De-Xun Xie ◽  
Hui-Juan Yu ◽  
Hui Liu ◽  
Wei-Cai Xue ◽  
Yuan-Shou Qin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Sodium Persulfate ◽  
Metal Free ◽  
Site Selective

Transition-Metal-Free Atropo-Selective Synthesis of Biaryl Compounds Based on Arynes

2012 ◽  
Vol 18 (45) ◽  
pp. 14232-14236 ◽  
Author(s):  
Frédéric R. Leroux ◽  
Anaïs Berthelot ◽  
Laurence Bonnafoux ◽  
Armen Panossian ◽  
Françoise Colobert
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Metal Free ◽  
Biaryl Compounds

Selective synthesis of pyridyl pyridones and oxydipyridines by transition-metal-free hydroxylation and arylation of 2-fluoropyridine derivatives

2020 ◽  
Vol 18 (6) ◽  
pp. 1185-1193 ◽  
Author(s):  
Chunshu Liao ◽  
Jianrong Li ◽  
Xiaoqiong Chen ◽  
Jingjun Lu ◽  
Qiang Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Metal Free

A transition-metal-free protocol for selective synthesis of various pyridyl pyridones and oxydipyridines through hydroxylation and arylation of 2-fluoropyridines has been described.

scholarly journals Vicinal difunctionalization of carbon–carbon double bond for the platform synthesis of trifluoroalkyl amines

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Ferenc Béke ◽  
Ádám Mészáros ◽  
Ágnes Tóth ◽  
Bence Béla Botlik ◽  
Zoltán Novák
Keyword(s):  
Double Bond ◽  
Transition Metal ◽  
High Efficiency ◽  
Chemical Nature ◽  
Synthetic Approach ◽  
Selective Synthesis ◽  
Reaction Conditions ◽  
Metal Free ◽  
Amine Compounds ◽  
Broad Scale

AbstractRegioselective vicinal diamination of carbon–carbon double bonds with two different amines is a synthetic challenge under transition metal-free conditions, especially for the synthesis of trifluoromethylated amines. However, the synthesis of ethylene diamines and fluorinated amine compounds is demanded, especially in the pharmaceutical sector. Herein, we demonstrate that the controllable double nucleophilic functionalization of an activated alkene synthon, originated from a trifluoropropenyliodonium salt with two distinct nucleophiles, enables the selective synthesis of trifluoromethylated ethylene amines and diamines on broad scale with high efficiency under mild reaction conditions. Considering the chemical nature of the reactants, our synthetic approach brings forth an efficient methodology and provides versatile access to highly fluorinated amines.

Transition-metal-free insertion reactions of alkynes into the C–N σ-bonds of imides: synthesis of substituted enamides or chromones

2018 ◽  
Vol 54 (48) ◽  
pp. 6192-6195 ◽  
Author(s):  
Zhong Zheng ◽  
Ye Wang ◽  
Murong Xu ◽  
Lingkai Kong ◽  
Mengdan Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Insertion Reactions ◽  
Metal Free

Transition-metal-free insertion of ynones into the C–N σ-bonds of imides for the chemo-selective synthesis of chromones or enamides.

scholarly journals Transition-metal-free [3 + 3] annulation of indol-2-ylmethyl carbanions to nitroarenes. A novel synthesis of indolo[3,2-b]quinolines (quindolines)

2018 ◽  
Vol 14 ◽  
pp. 194-202 ◽  
Author(s):  
Michał Nowacki ◽  
Krzysztof Wojciechowski
Keyword(s):  
Transition Metal ◽  
Quinoline Derivatives ◽  
Metal Free ◽  
Novel Synthesis

Indol-2-ylmethyl carbanions stabilized by alkoxycarbonyl, cyano or benzenesulfonyl groups react with nitroarenes to form σH-adducts, which in the presence of base (triethylamine or DBU) and trimethylchlorosilane transform into indolo[3,2-b]quinoline derivatives in moderate to good yields.

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