Literature DB >> 21630698

Synthesis of 3-substituted indazoles from arynes and N-tosylhydrazones.

Pan Li1, Jingjing Zhao, Chunrui Wu, Richard C Larock, Feng Shi.   

Abstract

Readily available, stable, and inexpensive N-tosylhydrazones react with arynes under mild reaction conditions to afford 3-substituted indazoles in moderate to good yields. The reaction appears to involve a dipolar cycloaddition of in situ generated diazo compounds and arynes.

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Year:  2011        PMID： 21630698     DOI： 10.1021/ol201086g

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


  7 in total

1.  Synthesis of o-(dimethylamino)aryl ketones and acridones by the reaction of 1,1-dialkylhydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Org Lett       Date:  2011-07-11       Impact factor: 6.005

2.  Atypical Mode of [3 + 2]-Cycloaddition: Pseudo-1,3-dipole Behavior in Reactions of Electron-Deficient Thioamides with Benzynes.

Authors:  Juntian Zhang; Annika C S Page; Vignesh Palani; Junhua Chen; Thomas R Hoye
Journal:  Org Lett       Date:  2018-08-29       Impact factor: 6.005

3.  One-pot synthesis of 1-alkyl-1H-indazoles from 1,1-dialkylhydrazones via aryne annulation.

Authors:  Nataliya A Markina; Anton V Dubrovskiy; Richard C Larock
Journal:  Org Biomol Chem       Date:  2012-02-16       Impact factor: 3.876

4.  Synthesis of pyrido[1,2-a]indole malonates and amines through aryne annulation.

Authors:  Donald C Rogness; Nataliya A Markina; Jesse P Waldo; Richard C Larock
Journal:  J Org Chem       Date:  2012-03-06       Impact factor: 4.354

5.  Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-12-03       Impact factor: 4.354

6.  Synthesis of 1H-Indazoles via Silver(I)-Mediated Intramolecular Oxidative C-H Bond Amination.

Authors:  Areum Park; Kyu-Sung Jeong; Hyuk Lee; Hyunwoo Kim
Journal:  ACS Omega       Date:  2021-02-23

7.  Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes.

Authors:  Jiupeng Liu; Shuo Tang; Mengyao Zhao; Jianing Huai; Jingya Yu; Jingjing Zhao; Pan Li
Journal:  ACS Omega       Date:  2021-12-15
  7 in total

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