Literature DB >> 22844161

Lithiation and Electrophilic Substitution of Dimethyl Triazones.

Sunkyu Han1, Dustin S Siegel, Mohammad Movassaghi.   

Abstract

The lithiation and electrophilic substitution of dimethyl triazones is described. Directed lithiation or tin-lithium exchange of dimethyl triazones afforded the corresponding dipole stabilized nucleophiles that were trapped with various electrophiles. Keto-triazone derivatives accessed by acylation of such nucleophiles were readily converted to the corresponding imidazolone heterocycles.

Entities:  

Year:  2012        PMID： 22844161      PMCID： PMC3404850          DOI： 10.1016/j.tetlet.2012.04.121

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  10 in total

1.  Beyond thermodynamic acidity: a perspective on the complex-induced proximity effect (CIPE) in deprotonation reactions.

Authors:  Marna C Whisler; Stephen MacNeil; Victor Snieckus; Peter Beak
Journal:  Angew Chem Int Ed Engl       Date:  2004-04-19       Impact factor: 15.336

2.  Studies in the imidazolone series; the synthesis of a lower and a higher homolog of desthiobiotin and of related substances.

Authors:  R DUSCHINSKY; L A DOLAN
Journal:  J Am Chem Soc       Date:  1946-11       Impact factor: 15.419

3.  Self-assembly of a bis-urea macrocycle into a columnar nanotube.

Authors:  L S Shimizu; M D Smith; A D Hughes; K D Shimizu
Journal:  Chem Commun (Camb)       Date:  2001-09-07       Impact factor: 6.222

4.  Substituted diarylmethylamines by stereospecific intramolecular electrophilic arylation of lithiated ureas.

Authors:  Jonathan Clayden; Jérémy Dufour; Damian M Grainger; Madeleine Helliwell
Journal:  J Am Chem Soc       Date:  2007-05-24       Impact factor: 15.419

5.  Ring-selective functionalization of N,N'-diarylureas by regioselective N-alkylation and directed ortho metalation.

Authors:  Jonathan Clayden; Hazel Turner; Mark Pickworth; Thomas Adler
Journal:  Org Lett       Date:  2005-07-21       Impact factor: 6.005

6.  Total synthesis of all (-)-Agelastatin alkaloids.

Authors:  Mohammad Movassaghi; Dustin S Siegel; Sunkyu Han
Journal:  Chem Sci       Date:  2010-01-01       Impact factor: 9.825

7.  Total synthesis of the Kopsia lapidilecta alkaloid (+/-)-lapidilectine B.

Authors:  William H Pearson; Ill Young Lee; Yuan Mi; Patrick Stoy
Journal:  J Org Chem       Date:  2004-12-24       Impact factor: 4.354

8.  Macrocycles with switchable exo/endo metal binding sites.

Authors:  Lei-lei Tian; Chun Wang; Sandipan Dawn; Mark D Smith; Jeanette A Krause; Linda S Shimizu
Journal:  J Am Chem Soc       Date:  2009-12-09       Impact factor: 15.419

9.  Control of the intramolecular [2+2] photocycloaddition in a bis-stilbene macrocycle.

Authors:  Yuewen Xu; Mark D Smith; Jeanette A Krause; Linda S Shimizu
Journal:  J Org Chem       Date:  2009-07-03       Impact factor: 4.354

10.  A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas.

Authors:  Keith Smith; Gamal A El-Hiti; Amany S Hegazy; Benson Kariuki
Journal:  Beilstein J Org Chem       Date:  2011-09-06       Impact factor: 2.883
  10 in total
  2 in total

1.  Synthesis and Evaluation of Agelastatin Derivatives as Potent Modulators for Cancer Invasion and Metastasis.

Authors:  Alyssa H Antropow; Kun Xu; Rachel J Buchsbaum; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2017-07-25       Impact factor: 4.354

2.  Synthesis and anticancer activity of all known (-)-agelastatin alkaloids.

Authors:  Sunkyu Han; Dustin S Siegel; Karen C Morrison; Paul J Hergenrother; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2013-11-21       Impact factor: 4.354
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.