Literature DB >> 23894213

Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles.

John T Gupton1, Nakul Telang, Dominic F Gazzo, Peter J Barelli, Kristin E Lescalleet, Jonathan W Fagan, Brandon J Mills, Kara L Finzel, Rene P F Kanters, Kyle R Crocker, Sean T Dudek, Corinne M Lariviere, Stanton Q Smith, Kartik M Keertikar.   

Abstract

The preparation of an indole appended vinamidinium salt, an indole appended vinylogous amide and an indole appended chloroenal are described. The subsequent regiospecific conversion of these indole containing building blocks to functionalized pyrazoles and pyrroles is detailed.

Entities:  

Keywords:  Chloroenal; Indole; Pyrazole; Pyrrole; Vinamidinium salt; Vinylogous amide

Year:  2013        PMID： 23894213      PMCID： PMC3721371          DOI： 10.1016/j.tet.2013.05.045

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  9 in total

Review 1.  The combinatorial synthesis of bicyclic privileged structures or privileged substructures.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  Chem Rev       Date:  2003-03       Impact factor: 60.622

2.  N-alkenyl indoles as useful intermediates for alkaloid synthesis.

Authors:  Hao Li; Nawong Boonnak; Albert Padwa
Journal:  J Org Chem       Date:  2011-10-26       Impact factor: 4.354

Review 3.  Practical methodologies for the synthesis of indoles.

Authors:  Guy R Humphrey; Jeffrey T Kuethe
Journal:  Chem Rev       Date:  2006-07       Impact factor: 60.622

4.  Enzymatic assembly of the bis-indole core of rebeccamycin.

Authors:  Tomoyasu Nishizawa; Sabine Grüschow; Don-Hema E Jayamaha; Chizuko Nishizawa-Harada; David H Sherman
Journal:  J Am Chem Soc       Date:  2006-01-25       Impact factor: 15.419

5.  Tri- and tetrasubstituted pyrazole derivates: regioisomerism switches activity from p38MAP kinase to important cancer kinases.

Authors:  Bassam Abu Thaher; Martina Arnsmann; Frank Totzke; Jan E Ehlert; Michael H G Kubbutat; Christoph Schächtele; Markus O Zimmermann; Pierre Koch; Frank M Boeckler; Stefan A Laufer
Journal:  J Med Chem       Date:  2012-01-17       Impact factor: 7.446

6.  Total synthesis of lycogarubin C and lycogalic acid.

Authors:  James S Oakdale; Dale L Boger
Journal:  Org Lett       Date:  2010-03-05       Impact factor: 6.005

7.  Synthesis and evaluation of indole-based chalcones as inducers of methuosis, a novel type of nonapoptotic cell death.

Authors:  Michael W Robinson; Jean H Overmeyer; Ashley M Young; Paul W Erhardt; William A Maltese
Journal:  J Med Chem       Date:  2012-02-28       Impact factor: 7.446

8.  Design, synthesis, and biological evaluation of 1-(4-sulfamylphenyl)-3-trifluoromethyl-5-indolyl pyrazolines as cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors.

Authors:  M V Ramana Reddy; Vinay K Billa; Venkat R Pallela; Muralidhar R Mallireddigari; Rengasamy Boominathan; Jerome L Gabriel; E Premkumar Reddy
Journal:  Bioorg Med Chem       Date:  2008-01-30       Impact factor: 3.641

9.  Novel microtubule polymerization inhibitor with potent antiproliferative and antitumor activity.

Authors:  Sonia Arora; Xin I Wang; Susan M Keenan; Christina Andaya; Qiang Zhang; Youyi Peng; William J Welsh
Journal:  Cancer Res       Date:  2009-02-17       Impact factor: 12.701
  9 in total

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