Transition-Metal-Free Selective Synthesis of (Z)-1,2-Diarylthio-1-arylalkenes, (2-Arylethene-1,1,2-triyl)tris(arylsulfane)s and Alkynyl Sulfides from Thiocyanates and Terminal Arylalkynes

2019 ◽  
Vol 4 (1) ◽  
pp. 311-315 ◽  
Author(s):  
Lian Yang ◽  
Ze-Yu Tian ◽  
Cheng-Pan Zhang
Keyword(s):  
Transition Metal ◽  
Selective Synthesis ◽  
Metal Free

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.

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.

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 Direct alkylation of N,N-dialkyl benzamides with methyl sulfides under transition metal-free conditions

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Can-Can Bao ◽  
Hui-Zhen Du ◽  
Yan-Long Luo ◽  
Bing-Tao Guan
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Amide Bond ◽  
Selective Synthesis ◽  
Lithium Diisopropylamide ◽  
Organometallic Reagents ◽  
Metal Free ◽  
Resonance Stabilization

AbstractAmides are a fundamental and widespread functional group, and are usually considered as poor electrophiles owing to resonance stabilization of the amide bond. Various approaches have been developed to address challenges in amide transformations. Nonetheless, most methods use activated amides, organometallic reagents or transition metal catalysts. Here, we report the direct alkylation of N,N-dialkyl benzamides with methyl sulfides promoted by the readily available base LDA (lithium diisopropylamide). This approach successfully achieves an efficient and selective synthesis of α-sulfenylated ketones without using transition-metal catalysts or organometallic reagents. Preliminary mechanism studies reveal that the deprotonative aroylation of methyl sulfides is promoted by the directed ortho-lithiation of the tertiary benzamide with LDA.

Base-controlled highly selective synthesis of alkyl 1,2-bis(boronates) or 1,1,2-tris(boronates) from terminal alkynes

2017 ◽  
Vol 19 (17) ◽  
pp. 3997-4001 ◽  
Author(s):  
Guoliang Gao ◽  
Jianxiang Yan ◽  
Kai Yang ◽  
Fener Chen ◽  
Qiuling Song
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
Selective Synthesis ◽  
Terminal Alkynes ◽  
Free Base ◽  
Metal Free

Transition-metal-free base-controlled highly regioselective synthesis of alkyl 1,2-bis(boronates) or 1,1,2-tris(boronates) from various terminal alkynes has been disclosed.

Transition-metal-free catalytic hydroboration reduction of amides to amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3515-3520
Author(s):  
Wubing Yao ◽  
Jiali Wang ◽  
Aiguo Zhong ◽  
Shiliang Wang ◽  
Yinlin Shao
Keyword(s):  
Transition Metal ◽  
Selective Catalytic Reduction ◽  
Catalytic Reduction ◽  
Value Added ◽  
Metal Free

The selective catalytic reduction of amides to value-added amine products is a desirable but challenging transformation.

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