Literature DB >> 24968025

Regioselective desymmetrization of diaryltetrahydrofurans via directed ortho-lithiation: an unexpected help from green chemistry.

Valentina Mallardo1, Ruggiero Rizzi, Francesca C Sassone, Rosmara Mansueto, Filippo M Perna, Antonio Salomone, Vito Capriati.   

Abstract

An efficient functionalization of diaryltetrahydrofurans via a regioselective THF-directed ortho-lithiation is first described. This reaction can be successfully carried out in cyclopentyl methyl ether as a "greener" alternative to Et2O, with better results in terms of yield and selectivity and, surprisingly, also in protic eutectic mixtures competitively with protonolysis.

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Year:  2014        PMID： 24968025     DOI： 10.1039/c4cc03149k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  11 in total

1.  Na@SiO2-Mediated Addition of Organohalides to Carbonyl Compounds for the Formation of Alcohols and Epoxides.

Authors:  Mohit Kapoor; Jih Ru Hwu
Journal:  Sci Rep       Date:  2016-11-17       Impact factor: 4.379

2.  A Protocol for Safe Lithiation Reactions Using Organolithium Reagents.

Authors:  Michael R Gau; Michael J Zdilla
Journal:  J Vis Exp       Date:  2016-11-12       Impact factor: 1.355

3.  Towards the development of continuous, organocatalytic, and stereoselective reactions in deep eutectic solvents.

Authors:  Davide Brenna; Elisabetta Massolo; Alessandra Puglisi; Sergio Rossi; Giuseppe Celentano; Maurizio Benaglia; Vito Capriati
Journal:  Beilstein J Org Chem       Date:  2016-12-05       Impact factor: 2.883

4.  Ultrafast amidation of esters using lithium amides under aerobic ambient temperature conditions in sustainable solvents.

Authors:  Michael Fairley; Leonie J Bole; Florian F Mulks; Laura Main; Alan R Kennedy; Charles T O'Hara; Joaquín García-Alvarez; Eva Hevia
Journal:  Chem Sci       Date:  2020-04-30       Impact factor: 9.825

5.  Deep Eutectic Solvents as Novel and Effective Extraction Media for Quantitative Determination of Ochratoxin A in Wheat and Derived Products.

Authors:  Luca Piemontese; Filippo Maria Perna; Antonio Logrieco; Vito Capriati; Michele Solfrizzo
Journal:  Molecules       Date:  2017-01-12       Impact factor: 4.411

6.  An Expeditious and Greener Synthesis of 2-Aminoimidazoles in Deep Eutectic Solvents.

Authors:  Martina Capua; Serena Perrone; Filippo Maria Perna; Paola Vitale; Luigino Troisi; Antonio Salomone; Vito Capriati
Journal:  Molecules       Date:  2016-07-16       Impact factor: 4.411

7.  Sustainable Asymmetric Organolithium Chemistry: Enantio- and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb "Amine".

Authors:  Serena Monticelli; Wolfgang Holzer; Thierry Langer; Alexander Roller; Berit Olofsson; Vittorio Pace
Journal:  ChemSusChem       Date:  2019-02-13       Impact factor: 8.928

Review 8.  Promising Technological and Industrial Applications of Deep Eutectic Systems.

Authors:  Alberto Mannu; Marco Blangetti; Salvatore Baldino; Cristina Prandi
Journal:  Materials (Basel)       Date:  2021-05-12       Impact factor: 3.623

Review 9.  Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry.

Authors:  Ugo Azzena; Massimo Carraro; Luisa Pisano; Serena Monticelli; Roberta Bartolotta; Vittorio Pace
Journal:  ChemSusChem       Date:  2018-11-20       Impact factor: 8.928

10.  DESign of Sustainable One-Pot Chemoenzymatic Organic Transformations in Deep Eutectic Solvents for the Synthesis of 1,2-Disubstituted Aromatic Olefins.

Authors:  Nicolás Ríos-Lombardía; María Jesús Rodríguez-Álvarez; Francisco Morís; Robert Kourist; Natalia Comino; Fernando López-Gallego; Javier González-Sabín; Joaquín García-Álvarez
Journal:  Front Chem       Date:  2020-03-06       Impact factor: 5.221
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