Literature DB >> 19350594

A multicomponent reaction of arynes, isocyanides, and terminal alkynes: highly chemo- and regioselective synthesis of polysubstituted pyridines and isoquinolines.

Feng Sha1, Xian Huang.   

Abstract

Many components make light work: A novel synthetic strategy for the preparation of pyridines and isoquinolines in high chemo- and regioselectivity has been developed. By manipulating the reaction conditions, either product can be generated smoothly in a highly efficient and atom-economic manner (see scheme).

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Year:  2009        PMID: 19350594     DOI: 10.1002/anie.200900212

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  A versatile synthesis of substituted isoquinolines.

Authors:  Chong Si; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-09       Impact factor: 15.336

2.  Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.

Authors:  Timothy J Donohoe; Ben S Pilgrim; Geraint R Jones; José A Bassuto
Journal:  Proc Natl Acad Sci U S A       Date:  2012-07-02       Impact factor: 11.205

3.  Enamide-benzyne-[2 + 2] cycloaddition: stereoselective tandem [2 + 2]-pericyclic ring-opening-intramolecular N-tethered [4 + 2] cycloadditions.

Authors:  John B Feltenberger; Ryuji Hayashi; Yu Tang; Eric S C Babiash; Richard P Hsung
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

4.  Total syntheses of chelidonine and norchelidonine via an enamide-benzyne-[2 + 2] cycloaddition cascade.

Authors:  Zhi-Xiong Ma; John B Feltenberger; Richard P Hsung
Journal:  Org Lett       Date:  2012-05-10       Impact factor: 6.005

5.  The Flögel-three-component reaction with dicarboxylic acids - an approach to bis(β-alkoxy-β-ketoenamides) for the synthesis of complex pyridine and pyrimidine derivatives.

Authors:  Mrinal K Bera; Moisés Domínguez; Paul Hommes; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2014-02-13       Impact factor: 2.883

6.  Three-component coupling reactions of arynes for the synthesis of benzofurans and coumarins.

Authors:  Eito Yoshioka; Shigeru Kohtani; Hideto Miyabe
Journal:  Molecules       Date:  2014-01-13       Impact factor: 4.411

7.  Arynes as Radical Acceptors: TEMPO-Mediated Cascades Comprising Addition, Cyclization, and Trapping.

Authors:  Maximilian Scherübl; Constantin G Daniliuc; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-10       Impact factor: 16.823

  7 in total

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