Literature DB >> 22237409

New lithium-zincate approaches for the selective functionalisation of pyrazine: direct dideprotozincation vs. nucleophilic alkylation.

Sharon E Baillie1, Victoria L Blair, David C Blakemore, Duncan Hay, Alan R Kennedy, David C Pryde, Eva Hevia.   

Abstract

Comparing the reactivity of the related lithium zincates [(THF)LiZn(TMP)(t)Bu(2)] (1) and [(PMDETA)LiZn(t)Bu(3)] (2) towards pyrazine discloses two new bimetallic approaches for the selective 2,5-dideprotonation and room temperature C-H alkylation of this sensitive heterocycle. This journal is © The Royal Society of Chemistry 2012

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Year:  2012        PMID: 22237409     DOI: 10.1039/c2cc16959b

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


  5 in total

1.  Modifying alkylzinc reactivity with 2,2'-dipyridylamide: activation of tBu-Zn bonds for para-alkylation of benzophenone.

Authors:  David R Armstrong; Jennifer A Garden; Alan R Kennedy; Robert E Mulvey; Stuart D Robertson
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-05       Impact factor: 15.336

2.  Hindlimb suspension and SPE-like radiation impairs clearance of bacterial infections.

Authors:  Minghong Li; Veronica Holmes; Yu Zhou; Houping Ni; Jenine K Sanzari; Ann R Kennedy; Drew Weissman
Journal:  PLoS One       Date:  2014-01-15       Impact factor: 3.240

3.  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

4.  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

5.  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

  5 in total

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