Metal-Free, One-Pot, Sequential Protocol for Transforming α,β-Epoxy Ketones to β-Hydroxy Ketones and α-Methylene Ketones

2015 ◽  
Vol 80 (3) ◽  
pp. 1593-1600 ◽  
Author(s):  
Eietsu Hasegawa ◽  
Saki Arai ◽  
Eiji Tayama ◽  
Hajime Iwamoto
Keyword(s):  
One Pot ◽  
Metal Free ◽  
Hydroxy Ketones ◽  
Epoxy Ketones

ChemInform Abstract: Metal-Free, One-Pot, Sequential Protocol for Transforming α,β-Epoxy Ketones to β-Hydroxy Ketones and α-Methylene Ketones.

ChemInform ◽  
2015 ◽  
Vol 46 (26) ◽  
pp. no-no
Author(s):  
Eietsu Hasegawa ◽  
Saki Arai ◽  
Eiji Tayama ◽  
Hajime Iwamoto
Keyword(s):  
One Pot ◽  
Metal Free ◽  
Hydroxy Ketones ◽  
Epoxy Ketones

A transition-metal-free, one-pot procedure for the synthesis of α,β-epoxy ketones by oxidative coupling of alkenes and aldehydes via base catalysis

2015 ◽  
Vol 51 (6) ◽  
pp. 1012-1015 ◽  
Author(s):  
Qingping Ke ◽  
Bingyan Zhang ◽  
Bolun Hu ◽  
Yangxin Jin ◽  
Guanzhong Lu
Keyword(s):  
Transition Metal ◽  
Oxidative Coupling ◽  
Base Catalysis ◽  
One Pot ◽  
Metal Free ◽  
New Strategy ◽  
Epoxy Ketones

A new strategy for the synthesis of epoxides is presented.

One-pot synthesis of α,β-epoxy ketones through domino reaction between alkenes and aldehydes catalyzed by proline based chiral organocatalysts

2017 ◽  
Vol 15 (12) ◽  
pp. 2551-2561 ◽  
Author(s):  
Veeramanoharan Ashokkumar ◽  
Ayyanar Siva
Keyword(s):  
Good Yield ◽  
Bond Formation ◽  
Direct Access ◽  
Domino Reaction ◽  
One Pot ◽  
New Approach ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Epoxy Ketones

A proline based metal free organocatalysts developed by new approach for the synthesis of epoxide derivatives through domino reaction. This domino reaction allows the direct access to epoxide from various alkene and aldehyde through C–H functionalization and C–C/C–O bond formation. The catalytic efficiencies of organocatalysts were also determined by domino reaction with very good yield (up to 95 %) and ee's (up to 99 %).

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.

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