One-pot parallel synthesis of 1,3,5-trisubstituted 1,2,4-triazoles

Chemoselectivity of the traceless Staudinger ligation was leveraged to enable assembly of chimeric small-molecule linker variants in a one-pot approach.

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Solvent-free accelerated organic syntheses using microwaves

Pure and Applied Chemistry ◽

10.1351/pac200173010193 ◽

2001 ◽

Vol 73 (1) ◽

pp. 193-198 ◽

Cited By ~ 207

Author(s):

Rajender S. Varma

Keyword(s):

Organic Synthesis ◽

High Speed ◽

Multicomponent Reactions ◽

Solvent Free ◽

Parallel Synthesis ◽

One Pot ◽

Reduction Reactions ◽

Heterocyclic Molecules ◽

Organic Syntheses

A solvent-free approach for organic synthesis is described which involves microwave (MW) exposure of neat reactants (undiluted) either in the presence of a catalyst or catalyzed by the surfaces of inexpensive and recyclable mineral supports such as alumina, silica, clay, or "doped" surfaces, namely, Fe(NO3)3-clay (clayfen), Cu(NO3)2-clay (claycop), NH2OH-clay, PhI(OAc)2-alumina, NaIO4-silica, MnO2-silica, and NaBH4-clay. A variety of deprotection, condensation, cyclization, oxidation, and reduction reactions are presented including the efficient one-pot assembly of heterocyclic molecules from in situ generated intermediates such as enamines and a-tosyloxyketones. The application of this solvent-free MW approach to multicomponent reactions is highlighted that can be adapted for high-speed parallel synthesis of the library of dihydropyrimidine-2(1H)-ones and imidazo [1,2-a]annulated pyridines, pyrazines, and pyrimidines.

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Anomalous Regioselective Four-Member Multicomponent Biginelli Reaction II: One-Pot Parallel Synthesis of Spiro Heterobicyclic Aliphatic Rings.

ChemInform ◽

10.1002/chin.200446149 ◽

2004 ◽

Vol 35 (46) ◽

Author(s):

Gerardo Byk ◽

Eihab Kabha

Keyword(s):

Biginelli Reaction ◽

Parallel Synthesis ◽

One Pot

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2,2,2-Trifluoroethyl Oxalates in the One-Pot Parallel Synthesis of Hindered Aliphatic Oxamides (Eur. J. Org. Chem. 12/2016)

European Journal of Organic Chemistry ◽

10.1002/ejoc.201690022 ◽

2016 ◽

Vol 2016 (12) ◽

Author(s):

Andrey V. Bogolubsky ◽

Yurii S. Moroz ◽

Pavel K. Mykhailiuk ◽

Sergey E. Pipko ◽

Alexander V. Grishchenko ◽

...

Keyword(s):

Parallel Synthesis ◽

One Pot ◽

The One

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One Pot Synthesis of Novel Substituted 2',4'-Dihydrospiro[chroman-2,3'-pyrazol]-4- one Derivatives

Current Organic Synthesis ◽

10.2174/1570179414666171011161836 ◽

2018 ◽

Vol 15 (2) ◽

pp. 267-274 ◽

Cited By ~ 1

Author(s):

Venkata S. Tangeti ◽

Kattaru R. Babu ◽

Dasari Vasundhara ◽

K.V.V.V. Satyanarayana ◽

Himabindu Mylapalli ◽

...

Keyword(s):

Drug Discovery ◽

13C Nmr ◽

Building Blocks ◽

Parallel Synthesis ◽

Synthetic Route ◽

One Pot ◽

Hydrazine Derivatives ◽

One Pot Synthesis ◽

Different Types ◽

The One

Aim and Objective: In the work, we have successfully presented a synthetic route for the synthesis of novel 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one derivatives via one pot multicomponent approach. Materials and Method: Substituted 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one were prepared through cascade three-component condensation of ortho-hydroxyacetophenone, β-ketoester, hydrazine in the presence of pyrrolidine as a catalyst under ethanol reflux conditions. Results: A series of novel 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one have been synthesized through a facile strategy. These structures of newly synthesized derivatives were determined by 1H, 13C NMR, HRMS and CHNS analysis. Conclusion: We have achieved the one-pot, three-component synthesis of highly substituted pyrazole spirochromanones in presence of pyrrolidine as a catalyst under ethanol reflux conditions. Using different types of aliphatic and aromatic β-ketoesters, o-hydroxyacetophenone derivatives and different kinds of hydrazine derivatives as building blocks, we could construct novel libraries of substituted pyrazole spirochromanones that make this method suitable for combinatorial and parallel synthesis in drug discovery.

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