Literature DB >> 32368346

A metal-free aromative cascade for the synthesis of diverse heterocycles.

Steven C Schlitzer1, Dhanarajan Arunprasath1, Katelyn G Stevens1, Indrajeet Sharma1.   

Abstract

A metal-free aromative cascade has been developed for the synthesis of diverse heterocycles from readily accessible hydroxy/aminochalcones and acid/alkyl halides. The cascade being by a base-mediated intramolecular aldol cyclization/dehydration sequence to provide a triene, which sets the stage for a 6π-electrocyclization/oxidative aromatization to access diverse heterocyclic scaffolds.

Entities:  

Year:  2020        PMID: 32368346      PMCID: PMC7197863          DOI: 10.1039/c9qo01336a

Source DB:  PubMed          Journal:  Org Chem Front        ISSN: 2052-4110            Impact factor:   5.281


  35 in total

1.  Transition-Metal-Free Redox-Neutral One-Pot C3-Alkenylation of Indoles Using Aldehydes.

Authors:  Samrat Sahu; Ankush Banerjee; Modhu Sudan Maji
Journal:  Org Lett       Date:  2017-01-12       Impact factor: 6.005

2.  Domino 6pi-electrocyclization/Diels-Alder reactions on 1,6-disubstituted (E,Z,E)-1,3,5-hexatrienes: versatile access to highly substituted tri- and tetracyclic systems.

Authors:  Regina von Essen; Daniel Frank; Hans Wolf Sünnemann; Denis Vidović; Jörg Magull; Armin de Meijere
Journal:  Chemistry       Date:  2005-11-04       Impact factor: 5.236

3.  Karnatakafurans A and B: two dibenzofurans isolated from the Fungus Aspergillus karnatakaensis.

Authors:  Søren Manniche; Kenneth Sprogøe; Petur W Dalsgaard; Carsten Christophersen; Thomas O Larsen
Journal:  J Nat Prod       Date:  2004-12       Impact factor: 4.050

Review 4.  Cascade reactions in total synthesis.

Authors:  K C Nicolaou; David J Edmonds; Paul G Bulger
Journal:  Angew Chem Int Ed Engl       Date:  2006-11-06       Impact factor: 15.336

Review 5.  Constituents of Cannabis sativa L. XVII. A review of the natural constituents.

Authors:  C E Turner; M A Elsohly; E G Boeren
Journal:  J Nat Prod       Date:  1980 Mar-Apr       Impact factor: 4.050

6.  Synthesis and biological evaluation of novel 5(H)-phenanthridin-6-ones, 5(H)-phenanthridin-6-one diketo acid, and polycyclic aromatic diketo acid analogs as new HIV-1 integrase inhibitors.

Authors:  Shivaputra Patil; Shantaram Kamath; Tino Sanchez; Nouri Neamati; Raymond F Schinazi; John K Buolamwini
Journal:  Bioorg Med Chem       Date:  2006-11-16       Impact factor: 3.641

7.  Metal-free organocatalysis through explicit hydrogen bonding interactions.

Authors:  Peter R Schreiner
Journal:  Chem Soc Rev       Date:  2003-09       Impact factor: 54.564

8.  Stereoselective Synthesis of Diverse Lactones through a Cascade Reaction of Rhodium Carbenoids with Ketoacids.

Authors:  Nicholas P Massaro; Joseph C Stevens; Aayushi Chatterji; Indrajeet Sharma
Journal:  Org Lett       Date:  2018-11-28       Impact factor: 6.005

9.  A new phototransformation of methoxycarbonyl-substituted (E,Z,E)-1,3,5-hexatrienes: easy access to ring-annelated 8-oxabicyclo[3.2.1]octa-2,6-diene derivatives.

Authors:  Regina von Essen; Paultheo von Zezschwitz; Denis Vidović; Armin de Meijere
Journal:  Chemistry       Date:  2004-09-06       Impact factor: 5.236

10.  Rapid access to spirocyclic oxindole alkaloids: application of the asymmetric palladium-catalyzed [3 + 2] trimethylenemethane cycloaddition.

Authors:  Barry M Trost; Dustin A Bringley; Ting Zhang; Nicolai Cramer
Journal:  J Am Chem Soc       Date:  2013-11-06       Impact factor: 15.419

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