Literature DB >> 20218637

Passerini three-component reaction of alcohols under catalytic aerobic oxidative conditions.

Julien Brioche1, Géraldine Masson, Jieping Zhu.   

Abstract

Alcohols instead of aldehydes were used in the Passerini three-component reaction under catalytic aerobic conditions. Mixing alcohols, isocyanides, and carboxylic acids in toluene in the presence of a catalytic amount of cupric chloride, NaNO(2), and TEMPO afforded, under an oxygen atmosphere, the P-3CR adducts in good yields.

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Year:  2010        PMID： 20218637     DOI： 10.1021/ol100012y

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

Review 2.  Practical aerobic oxidations of alcohols and amines with homogeneous copper/TEMPO and related catalyst systems.

Authors:  Bradford L Ryland; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-07       Impact factor: 15.336

3.  The sustainable synthesis of peptidomimetics via chemoenzymatic tandem oxidation-Ugi reaction.

Authors:  Arleta Madej; Dominik Koszelewski; Daniel Paprocki; Anna Brodzka; Ryszard Ostaszewski
Journal:  RSC Adv       Date:  2018-08-08       Impact factor: 4.036

4.  Synthesis of isocoumarins with different substituted patterns via Passerini-aldol sequence.

Authors:  Guan-Hua Ma; Bo Jiang; Xing-Jun Tu; Yi Ning; Shu-Jiang Tu; Guigen Li
Journal:  Org Lett       Date:  2014-08-20       Impact factor: 6.005

5.  Immobilized Sulfuric Acid on Silica Gel as Highly Efficient and Heterogeneous Catalyst for the One-Pot Synthesis of Novel α-Acyloxycarboxamides in Aqueous Media.

Authors:  Sodeeq Aderotimi Salami; Meloddy Manyeruke; Xavier Siwe-Noundou; Rui Werner Maçedo Krause
Journal:  Int J Mol Sci       Date:  2022-08-23       Impact factor: 6.208

Review 6.  Isocyanide-Based Multicomponent Reactions for the Synthesis of Heterocycles.

Authors:  András Váradi; Travis C Palmer; Rebecca Notis Dardashti; Susruta Majumdar
Journal:  Molecules       Date:  2015-12-23       Impact factor: 4.411

7.  An Efficient, Eco-friendly and Sustainable One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Directly from Alcohols Catalyzed by Heteropolyanion-Based Ionic Liquids.

Authors:  Renzhong Fu; Yang Yang; Xudong Ma; Yu Sun; Jin Li; Hang Gao; Huaxing Hu; Xiaojun Zeng; Jun Yi
Journal:  Molecules       Date:  2017-09-11       Impact factor: 4.411
  7 in total

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