Literature DB >> 27775367

One-Pot Reactions for Modular Synthesis of Polysubstituted and Fused Pyridines.

Zhidong Song1, Xin Huang2, Wenbin Yi1, Wei Zhang2.   

Abstract

A 2-fluoro-1,3-dicarbonyl-initiated one-pot Michael addition/[5 + 1] annulation/dehydrofluorinative aromatization reaction sequence is introduced for regioselective synthesis of di-, tri-, tetra-, and pentasubstituted pyridines as well as fused pyridines. This simple and modular synthesis is performed using readily available starting materials and under transition-metal catalyst-free conditions.

Entities:  

Year:  2016        PMID: 27775367     DOI: 10.1021/acs.orglett.6b02883

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


  5 in total

1.  DABCO- and DBU-promoted one-pot reaction of N-sulfonyl ketimines with Morita-Baylis-Hillman carbonates: a sequential approach to (2-hydroxyaryl)nicotinate derivatives.

Authors:  Soumitra Guin; Raman Gupta; Debashis Majee; Sampak Samanta
Journal:  Beilstein J Org Chem       Date:  2018-11-02       Impact factor: 2.883

2.  4,6-Dihydroxysalicylic Acid-Catalyzed Oxidative Condensation of Benzylic Amines and Aromatic Ketones for the Preparation of 2,4,6-Trisubstituted Pyridines and Its Application to Metal-Free Synthesis of G-Quadruplex Binding Ligands.

Authors:  Chun-Ping Dong; Shintaro Kodama; Akihiro Nomoto; Michio Ueshima; Akiya Ogawa
Journal:  ACS Omega       Date:  2019-05-23

3.  Controlled chemoselective defluorination and non-defluorination for [5 + 1] aromatic annulation via Meisenheimer-type nitrogen anion and radical intermediates.

Authors:  Jinlong Qian; Jinlong Zhang; Huameng Yang; Lei Kang; Gaoxi Jiang
Journal:  Chem Sci       Date:  2019-08-07       Impact factor: 9.825

4.  Highly diastereoselective cascade [5 + 1] double Michael reaction, a route for the synthesis of spiro(thio)oxindoles.

Authors:  Firouz Matloubi Moghaddam; Vahid Saberi; Ashkan Karimi
Journal:  Sci Rep       Date:  2021-11-24       Impact factor: 4.379

5.  One-pot Fluorination and Organocatalytic Robinson Annulation for Asymmetric Synthesis of Mono- and Difluorinated Cyclohexenones.

Authors:  Xin Huang; Weizhao Zhao; Xiaofeng Zhang; Miao Liu; Stanley N S Vasconcelos; Wei Zhang
Journal:  Molecules       Date:  2018-09-04       Impact factor: 4.411

  5 in total

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