Literature DB >> 27840590

An Efficient Passerini Tetrazole Reaction (PT-3CR).

Ajay L Chandgude1, Alexander Dömling1.   

Abstract

A sonication accelerated, catalyst free, simple, high yielding and efficient method for the Passerini-type three component reaction (PT-3CR) has been developed. It comprises reaction of an aldehyde/ketone, a isocyanide and a TMS-azide in methanol:water (1:1) as the solvent system. Use of sonication not only accelerated the rate of the reaction but also provided up to quantitative yields. This reaction is applicable to a broad scope of aldehyde/ketone and isocyanides.

Entities:  

Year:  2016        PMID： 27840590      PMCID： PMC5102161          DOI： 10.1039/C6GC00910G

Source DB:  PubMed          Journal:  Green Chem        ISSN： 1463-9262            Impact factor:   10.182


  11 in total

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Review 2.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

Review 3.  Multicomponent Reactions, Union of MCRs and Beyond.

Authors:  Tryfon Zarganes-Tzitzikas; Ajay L Chandgude; Alexander Dömling
Journal:  Chem Rec       Date:  2015-09-11       Impact factor: 6.771

Review 4.  Power ultrasound in organic synthesis: moving cavitational chemistry from academia to innovative and large-scale applications.

Authors:  Giancarlo Cravotto; Pedro Cintas
Journal:  Chem Soc Rev       Date:  2005-10-10       Impact factor: 54.564

5.  Asymmetric synthesis of 5-(1-hydroxyalkyl)tetrazoles by catalytic enantioselective Passerini-type reactions.

Authors:  Tao Yue; Mei-Xiang Wang; De-Xian Wang; Jieping Zhu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 6.  A review of syntheses of 1,5-disubstituted tetrazole derivatives.

Authors:  Afshin Sarvary; Ali Maleki
Journal:  Mol Divers       Date:  2014-10-02       Impact factor: 2.943

7.  Screening multicomponent reactions for X-linked inhibitor of apoptosis-baculoviral inhibitor of apoptosis protein repeats domain binder.

Authors:  Ilaria Monfardini; Jui-Wen Huang; Barbara Beck; Jason F Cellitti; Maurizio Pellecchia; Alexander Dömling
Journal:  J Med Chem       Date:  2011-01-11       Impact factor: 7.446

8.  TBAF-catalyzed synthesis of 5-substituted 1H-tetrazoles under solventless conditions.

Authors:  David Amantini; Romina Beleggia; Francesco Fringuelli; Ferdinando Pizzo; Luigi Vaccaro
Journal:  J Org Chem       Date:  2004-04-16       Impact factor: 4.354

Review 9.  5-Substituted-1H-tetrazoles as carboxylic acid isosteres: medicinal chemistry and synthetic methods.

Authors:  R Jason Herr
Journal:  Bioorg Med Chem       Date:  2002-11       Impact factor: 3.641

Review 10.  Tetrazolium compounds: synthesis and applications in medicine.

Authors:  Cheng-Xi Wei; Ming Bian; Guo-Hua Gong
Journal:  Molecules       Date:  2015-03-27       Impact factor: 4.411
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  7 in total

1.  Diastereoselective One Pot Five-Component Reaction toward 4-(Tetrazole)-1,3-Oxazinanes.

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Journal:  RSC Adv       Date:  2017-10-26       Impact factor: 3.361

Review 2.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

Review 3.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

Review 4.  Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications.

Authors:  Manar Ahmed Fouad; Hamida Abdel-Hamid; Mohammed Salah Ayoup
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

5.  Multicomponent reaction-derived covalent inhibitor space.

Authors:  Fandi Sutanto; Shabnam Shaabani; Constantinos G Neochoritis; Tryfon Zarganes-Tzitzikas; Pravin Patil; Ehsan Ghonchepour; Alexander Dömling
Journal:  Sci Adv       Date:  2021-02-03       Impact factor: 14.136

6.  An intramolecular relay catalysis strategy for Knoevenagel condensation and 1,3-dipolar cycloaddition domino reactions.

Authors:  Xiaofeng Yuan; Zijuan Wang; Qiang Zhang; Jun Luo
Journal:  RSC Adv       Date:  2019-07-30       Impact factor: 3.361

Review 7.  Multicomponent Reactions for the Synthesis of Active Pharmaceutical Ingredients.

Authors:  Ángel Cores; José Clerigué; Emmanuel Orocio-Rodríguez; J Carlos Menéndez
Journal:  Pharmaceuticals (Basel)       Date:  2022-08-17
  7 in total

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