Literature DB >> 25333944

An efficient continuous flow approach to furnish furan-based biaryls.

Trieu N Trinh1, Lacey Hizartzidis, Andrew J S Lin, David G Harman, Adam McCluskey, Christopher P Gordon.   

Abstract

Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N(+)F(-) and the immobilised t-butyl based palladium catalyst CatCart™ FC1032™. Deactivated aryl bromides and activated aryl chlorides were cross-coupled with 5-formyl-2-furanylboronic in the presence of (Bu)4N(+)OAc(-) using the bis-triphenylphosphine CatCart™ PdCl2(PPh3)2-DVB. Initial evidence indicates the latter method may serve as a universal approach to conduct Suzuki cross-couplings with the protocol successfully employed in the synthesis of the current gold standard Hedgehog pathway inhibitor LDE225.

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Year:  2014        PMID: 25333944     DOI: 10.1039/c4ob01641f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  A methanol and protic ionic liquid Ugi multicomponent reaction path to cytotoxic α-phenylacetamido amides.

Authors:  Ahmed Al Otaibi; Fiona M Deane; Cecilia C Russell; Lacey Hizartzidis; Siobhann N McCluskey; Jennette A Sakoff; Adam McCluskey
Journal:  RSC Adv       Date:  2019-03-08       Impact factor: 4.036

2.  Synthesis of a far-red emitting flavonoid-based lysosome marker for live cell imaging applications.

Authors:  Keti Assor Bertman; Chathura S Abeywickrama; Yi Pang
Journal:  Bioorg Chem       Date:  2020-06-25       Impact factor: 5.275

3.  Identification of a small molecule inhibitor that stalls splicing at an early step of spliceosome activation.

Authors:  Anzhalika Sidarovich; Cindy L Will; Maria M Anokhina; Javier Ceballos; Sonja Sievers; Dmitry E Agafonov; Timur Samatov; Penghui Bao; Berthold Kastner; Henning Urlaub; Herbert Waldmann; Reinhard Lührmann
Journal:  Elife       Date:  2017-03-16       Impact factor: 8.140

4.  In situ epoxide generation by dimethyldioxirane oxidation and the use of epichlorohydrin in the flow synthesis of a library of β-amino alcohols.

Authors:  Peter J Cossar; Jennifer R Baker; Nicholas Cain; Adam McCluskey
Journal:  R Soc Open Sci       Date:  2018-04-04       Impact factor: 2.963

5.  A focused library synthesis and cytotoxicity of quinones derived from the natural product bolinaquinone.

Authors:  Azadeh Ghods; Jayne Gilbert; Jennifer R Baker; Cecilia C Russell; Jennette A Sakoff; Adam McCluskey
Journal:  R Soc Open Sci       Date:  2018-04-04       Impact factor: 2.963

  5 in total

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