Literature DB >> 26691391

Isonitrile alkylations: a rapid route to imidazo[1,5-a]pyridines.

Yajun Li1, Allen Chao2, Fraser F Fleming1.   

Abstract

Metalated arylmethylisonitriles readily add to 2-chloropyridines to afford imidazo[1,5-a]pyridines. Analogous additions to imidoyl chlorides and a chloroquinoline provide imidazoles and an imidazo[1,5-a]quinolone which, like imidazo[1,5-a]pyridines, are valuable heterocycles for pharmaceutical synthesis.

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Year:  2016        PMID: 26691391      PMCID: PMC4729585          DOI: 10.1039/c5cc08724d

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


  6 in total

1.  Antifouling activity of simple synthetic isocyanides against larvae of the barnacle Balanus amphitrite.

Authors:  Yasuyuki Nogata; Yoshikazu Kitano; Erina Yoshimura; Kyouji Shinshima; Isamu Sakaguchi
Journal:  Biofouling       Date:  2004-04       Impact factor: 3.209

2.  Peptide-catalyzed kinetic resolution of formamides and thioformamides as an entry to nonracemic amines.

Authors:  Brandon S Fowler; Peter J Mikochik; Scott J Miller
Journal:  J Am Chem Soc       Date:  2010-03-10       Impact factor: 15.419

3.  Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines.

Authors:  Jian-Ping Lin; Feng-Hua Zhang; Ya-Qiu Long
Journal:  Org Lett       Date:  2014-05-09       Impact factor: 6.005

4.  Dipolar cycloaddition of ethyl isocyanoacetate to 3-chloro-2-(methylthio)/2-(methylsulfonyl)quinoxalines: highly regio- and chemoselective synthesis of substituted imidazo[1,5-a]quinoxaline-3-carboxylates.

Authors:  G S M Sundaram; B Singh; C Venkatesh; H Ila; H Junjappa
Journal:  J Org Chem       Date:  2007-06-01       Impact factor: 4.354

5.  Controlled regiodivergent C-H bond activation of imidazo[1,5-a]pyridine via synergistic cooperation between aluminum and nickel.

Authors:  Ming-Shiuan Yu; Wei-Chih Lee; Chih-Hao Chen; Fu-Yu Tsai; Tiow-Gan Ong
Journal:  Org Lett       Date:  2014-09-09       Impact factor: 6.005

6.  Design, synthesis, and structure-affinity relationship studies in NK1 receptor ligands based on azole-fused quinolinecarboxamide moieties.

Authors:  Andrea Cappelli; Germano Giuliani; Maurizio Anzini; Daniela Riitano; Gianluca Giorgi; Salvatore Vomero
Journal:  Bioorg Med Chem       Date:  2008-06-12       Impact factor: 3.641

  6 in total
  1 in total

1.  Design and Exploration of Catalytic Activity of Two-Dimensional Surface-Engineered Graphene Oxide Nanosheets in the Transannulation of N-Heterocyclic Aldehydes or Ketones with Alkylamines.

Authors:  Rakesh K Sharma; Aditi Sharma; Shivani Sharma; Sriparna Dutta; Sneha Yadav; Bhavya Arora
Journal:  ACS Omega       Date:  2019-02-12
  1 in total

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