Literature DB >> 26651162

Synthesis of Polysubstituted Pyridines via a One-Pot Metal-Free Strategy.

Hongbo Wei1, Yun Li1, Ke Xiao1, Bin Cheng1, Huifei Wang2, Lin Hu3, Hongbin Zhai1,2,4.   

Abstract

An efficient strategy for the one-pot synthesis of polysubstituted pyridines via a cascade reaction from aldehydes, phosphorus ylides, and propargyl azide is reported. The reaction sequence involves a Wittig reaction, a Staudinger reaction, an aza-Wittig reaction, a 6π-3-azatriene electrocyclization, and a 1,3-H shift. This protocol provides quick access to the polysubstituted pyridines from readily available substrates in good to excellent yields.

Entities:  

Year:  2015        PMID: 26651162     DOI: 10.1021/acs.orglett.5b02903

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


  3 in total

1.  Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements.

Authors:  Ehsan Fereyduni; Ouidad Lahtigui; Jacob N Sanders; Breanna M Tomiczek; Michael D Mannchen; Roland A Yu; K N Houk; Alexander J Grenning
Journal:  J Org Chem       Date:  2021-01-21       Impact factor: 4.354

2.  Synthesis of Pyrroles via Consecutive 6π-Electrocyclization/Ring-Contraction of Sulfilimines.

Authors:  Franz-Lucas Haut; Niklas J Feichtinger; Immanuel Plangger; Lukas A Wein; Mira Müller; Tim-Niclas Streit; Klaus Wurst; Maren Podewitz; Thomas Magauer
Journal:  J Am Chem Soc       Date:  2021-06-09       Impact factor: 15.419

3.  Total Synthesis of ent-Plagiochianin B.

Authors:  Richard K Jackson; John L Wood
Journal:  Org Lett       Date:  2021-01-30       Impact factor: 6.005

  3 in total

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