Literature DB >> 18224265

Functionalization of diazines and benzo derivatives through deprotonated intermediates.

Floris Chevallier1, Florence Mongin.   

Abstract

This critical review targets as a readership researchers generally oriented toward organic synthesis and in particular those active in heterocyclic chemistry. Diazines and benzo derivatives can undergo deprotonative metalation provided that the base is properly chosen. Metalation reactions of a large range of substrates can be performed using hindered lithium dialkylamides such as lithium 2,2,6,6-tetramethylpiperidide. Subsequent reactions with electrophiles open an entry to a great variety of building blocks, notably for the synthesis of biologically active compounds. (83 references).

Entities:  

Year:  2007        PMID: 18224265     DOI: 10.1039/b709416g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  6 in total

1.  Transforming LiTMP Lithiation of Challenging Diazines through Gallium Alkyl Trans-Metal-Trapping.

Authors:  Marina Uzelac; Alan R Kennedy; Eva Hevia; Robert E Mulvey
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

2.  Synthesis and characterization of novel iminobenzoates with terminal pyrazine moieties.

Authors:  Mushtaq Ahmad; Zahida Perveen; Adailton J Bortoluzzi; Shahid Hameed; Muhammad R Shah; Muhammad Tariq; Ghias Ud Din; Muhammad T Jan; Muhammad Siddique; Muhammad Anwar
Journal:  Chem Cent J       Date:  2018-03-08       Impact factor: 4.215

3.  Donor-influenced Structure-Activity Correlations in Stoichiometric and Catalytic Reactions of Lithium Monoamido-Monohydrido-Dialkylaluminates.

Authors:  Lara E Lemmerz; Ross McLellan; Neil R Judge; Alan R Kennedy; Samantha A Orr; Marina Uzelac; Eva Hevia; Stuart D Robertson; Jun Okuda; Robert E Mulvey
Journal:  Chemistry       Date:  2018-06-13       Impact factor: 5.236

4.  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

5.  Synthesis of Pyridazine Derivatives by Suzuki-Miyaura Cross-Coupling Reaction and Evaluation of Their Optical and Electronic Properties through Experimental and Theoretical Studies.

Authors:  Sara S M Fernandes; João Aires-de-Sousa; Michael Belsley; M Manuela M Raposo
Journal:  Molecules       Date:  2018-11-18       Impact factor: 4.411

6.  Functionalizations of Mixtures of Regioisomeric Aryllithium Compounds by Selective Trapping with Dichlorozirconocene.

Authors:  Alicia Castelló-Micó; Simon A Herbert; Thierry León; Thomas Bein; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-20       Impact factor: 15.336

  6 in total

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