Literature DB >> 18027959

Multiple regioselective functionalizations of quinolines via magnesiations.

Nadège Boudet1, Jennifer R Lachs, Paul Knochel.   

Abstract

A wide range of polyfunctionalized quinolines was prepared via chemo- and regioselective magnesiation reactions using appropriate Mg reagents, such as i-PrMgCl.LiCl, MesMgBr.LiCl, Mes2Mg.2LiBr, TMPMgCl.LiCl, and TMP2Mg.2LiCl. An application to the total synthesis of the biologically active compound talnetant was performed (six steps, 28%).

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Year:  2007        PMID: 18027959     DOI: 10.1021/ol702494k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Studies of one-pot double couplings on dibromoquinolines.

Authors:  Alexander Piala; Diyar Mayi; Scott T Handy
Journal:  Tetrahedron       Date:  2011-06-10       Impact factor: 2.457

Review 2.  Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

Authors:  Elida N Thobokholt; Enrique L Larghi; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

3.  Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents.

Authors:  Paul Knochel; Matthias A Schade; Sebastian Bernhardt; Georg Manolikakes; Albrecht Metzger; Fabian M Piller; Christoph J Rohbogner; Marc Mosrin
Journal:  Beilstein J Org Chem       Date:  2011-09-13       Impact factor: 2.883

4.  Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel-Hauser amides, and magnesium alkoxides.

Authors:  Mateo Berton; Kevin Sheehan; Andrea Adamo; D Tyler McQuade
Journal:  Beilstein J Org Chem       Date:  2020-06-19       Impact factor: 2.883

5.  Structural tracking of the potassium-mediated magnesiation of anisole.

Authors:  William Clegg; Ben Conway; Pablo García-Alvarez; Alan R Kennedy; Robert E Mulvey; Luca Russo; Jörg Sassmannshausen; Tell Tuttle
Journal:  Chemistry       Date:  2009-10-19       Impact factor: 5.236

6.  Synthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines.

Authors:  Tebogo Ankie Khoza; Marole Maria Maluleka; Neliswa Mama; Malose Jack Mphahlele
Journal:  Molecules       Date:  2012-11-30       Impact factor: 4.411

  6 in total

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