Metal-free I2O5-mediated direct construction of sulfonamides from thiols and amines

2017 ◽  
Vol 15 (22) ◽  
pp. 4789-4793 ◽  
Author(s):  
Minghui Zhu ◽  
Wei Wei ◽  
Daoshan Yang ◽  
Huanhuan Cui ◽  
Leilei Wang ◽  
...  
Keyword(s):  
One Pot ◽  
Direct Construction ◽  
Metal Free

A simple and efficient metal-free I2O5-mediated one-pot procedure for the construction of sulfonamides from thiols and amines has been developed.

Base-Catalyzed Tandem Cyclization: Diastereoselective Access to the 3,4-Dihydroisoquinolin-2(1H)-one Core

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1473-1481 ◽  
Author(s):  
Harshadas Meshram ◽  
Ravindra Kumbhare ◽  
Prashishkumar Shirsat ◽  
Navnath Khomane ◽  
Sneha Meshram ◽  
...  
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Acetylenic Esters ◽  
One Pot ◽  
Direct Construction ◽  
Metal Free ◽  
Diastereoselective Reaction ◽  
Three Component Reaction ◽  
Tandem Cyclization

A novel, one-pot reaction for the synthesis of 3,4-dihydroisoquinolin-2(1H)-one derivatives is developed via a base-mediated three-component reaction of ninhydrin, aniline and acetylenic esters. This diastereoselective reaction takes place in methanol at 70 °C under transition-metal-free conditions, and direct construction of the C–N and C–C bonds is readily achieved via tandem cyclization. These cyclic frameworks are resourceful small molecular keys to many natural products.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

Metal-Free Photoredox-Catalyzed C–H/C–H Coupling of Arenes Enabled by Interrupted Pummerer Activation

2019 ◽  
Author(s):  
Miles Aukland ◽  
Mindaugas Šiaučiulis ◽  
Adam West ◽  
Gregory Perry ◽  
David Procter
Keyword(s):  
Natural Product ◽  
Selective Reduction ◽  
Cross Coupling ◽  
One Pot ◽  
Complex Molecules ◽  
Pummerer Reaction ◽  
Metal Free ◽  
Bond Forming ◽  
Coupling Partner ◽  
Bioactive Natural Product

<p>Aryl–aryl cross-coupling constitutes one of the most widely used procedures for the synthesis of high-value materials, ranging from pharmaceuticals to organic electronics and conducting polymers. The assembly of (hetero)biaryl scaffolds generally requires multiple steps; coupling partners must be functionalized before the key bond-forming event is considered. Thus, the development of selective C–H arylation processes in arenes, that side-step the need for prefunctionalized partners, is crucial for streamlining the construction of these key architectures. Here we report an expedient, one-pot assembly of (hetero)biaryl motifs using photocatalysis and two non-prefunctionalized arene partners. The approach is underpinned by the activation of a C–H bond in an arene coupling partner using the interrupted Pummerer reaction. A unique pairing of the organic photoredox catalyst and the intermediate dibenzothiophenium salts enables highly selective reduction in the presence of sensitive functionalities. The utility of the metal-free, one-pot strategy is exemplified by the synthesis of a bioactive natural product and the modification of complex molecules of societal importance.</p>

Metal-Free Synthesis of 1,2,4-Triazines via a Coupled Domino Process in One-Pot

2016 ◽  
Vol 21 (2) ◽  
pp. 183-188
Author(s):  
Jing Wang ◽  
Dong Tang ◽  
Zhuo-Mei Li ◽  
Ping Wu ◽  
Xu Meng ◽  
...  
Keyword(s):  
One Pot ◽  
Metal Free

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.

Catalyst-free synthesis of phenanthridines via electrochemical coupling of 2-isocyanobiphenyls and amines

2021 ◽  
Vol 45 (14) ◽  
pp. 6367-6378
Author(s):  
Bhanwar Kumar Malviya ◽  
Karandeep Singh ◽  
Pradeep K. Jaiswal ◽  
Manvika Karnatak ◽  
Ved Prakash Verma ◽  
...  
Keyword(s):  
One Pot ◽  
Metal Free ◽  
Catalyst Free ◽  
Electrochemical Coupling

One pot metal-free synthesis of phenanthridines and amides under electrochemical conditions.

scholarly journals β-Cyclodextrin: a supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one

RSC Advances ◽  
2021 ◽  
Vol 11 (3) ◽  
pp. 1271-1281
Author(s):  
Bijeta Mitra ◽  
Gyan Chandra Pariyar ◽  
Pranab Ghosh
Keyword(s):  
One Pot ◽  
Metal Free ◽  
Vast Range

A vast range of 2-amino-4,6-diphenylnicotinonitrile and 2,3-dihydroquinazolin-4(1H)-one were synthesized through a metal-free one-pot multi-component synthesis using β-cyclodextrin as an efficient supramolecular organocatalyst.

scholarly journals An entry to 2-(cyclobut-1-en-1-yl)-1H-indoles through a cyclobutenylation/deprotection cascade

2021 ◽  
Author(s):  
Philipp Natho ◽  
Zeyu Yang ◽  
Lewis Allen ◽  
Juliette Rey ◽  
Andrew J P White ◽  
...  
Keyword(s):  
Transition Metal ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles....

One-pot synthesis of bio-based polycarbonates from dimethyl carbonate and isosorbide under metal-free condition

2020 ◽  
Vol 22 (14) ◽  
pp. 4550-4560
Author(s):  
Wenjuan Fang ◽  
Zhencai Zhang ◽  
Zifeng Yang ◽  
Yaqin Zhang ◽  
Fei Xu ◽  
...  
Keyword(s):  
Dimethyl Carbonate ◽  
One Pot ◽  
Free Condition ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy

A synthetic strategy for bio-based polycarbonate was developed via one-pot polymerization of renewable monomer isosorbide and dimethyl carbonate using eco-friendly organo-catalysts.

ChemInform Abstract: I2Promoted Domino Oxidative Cyclization for One-Pot Synthesis of 2-Acylbenzothiazoles via Metal-Free sp3C-H Functionalization.

ChemInform ◽  
2012 ◽  
Vol 43 (52) ◽  
pp. no-no
Author(s):  
Yan-Ping Zhu ◽  
Mi Lian ◽  
Feng-Cheng Jia ◽  
Mei-Cai Liu ◽  
Jing-Jing Yuan ◽  
...  
Keyword(s):  
Oxidative Cyclization ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis
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