Literature DB >> 19753375

High temperature zincation of functionalized aromatics and heteroaromatics using TMPZnCl.LiCl and microwave irradiation.

Marc Mosrin1, Gabriel Monzon, Tomke Bresser, Paul Knochel.   

Abstract

A wide range of functional aryl and heteroaryl zinc reagents have been efficiently prepared via regio- and chemoselective zincation using TMPZnCl.LiCl and microwave irradiation. Sensitive functional groups like esters are compatible with the high temperatures of the reactions. The resulting zinc species undergo a number of subsequent reactions, providing highly functionalized aromatics and heteroaromatics in high yields.

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Year:  2009        PMID: 19753375     DOI: 10.1039/b913693b

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


  3 in total

1.  Synergic transformation of an ethylenediamine to a lithium 1,3-diaza-2-zincacyclopentene via an alkyllithium/bis(alkyl)zinc mixture.

Authors:  Ross Campbell; Pablo García-Alvarez; Alan R Kennedy; Robert E Mulvey
Journal:  Chemistry       Date:  2010-09-03       Impact factor: 5.236

2.  Selective Functionalization of Tetrathiafulvalene Using Mg- and Zn-TMP-Bases: Preparation of Mono-, Di-, Tri-, and Tetrasubstituted Derivatives.

Authors:  Julia Nafe; Florian Auras; Konstantin Karaghiosoff; Thomas Bein; Paul Knochel
Journal:  Org Lett       Date:  2015-10-15       Impact factor: 6.005

3.  A Predictive Model Towards Site-Selective Metalations of Functionalized Heterocycles, Arenes, Olefins, and Alkanes using TMPZnCl⋅LiCl.

Authors:  Moritz Balkenhohl; Harish Jangra; Ilya S Makarov; Shu-Mei Yang; Hendrik Zipse; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-08       Impact factor: 16.823

  3 in total

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