Literature DB >> 17489598

Direct Pd-catalyzed arylation of 1,2,3-triazoles.

Stepan Chuprakov1, Natalia Chernyak, Alexander S Dudnik, Vladimir Gevorgyan.   

Abstract

A highly efficient method for the synthesis of multisubstituted 1,2,3-triazoles via a direct Pd-catalyzed C-5 arylation has been developed.

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Year:  2007        PMID： 17489598      PMCID： PMC3689219          DOI： 10.1021/ol070697u

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


  17 in total

1.  Inhibitors of HIV-1 protease by using in situ click chemistry.

Authors:  Matthew Whiting; John Muldoon; Ying-Chuan Lin; Steven M Silverman; William Lindstrom; Arthur J Olson; Hartmuth C Kolb; M G Finn; K Barry Sharpless; John H Elder; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2006-02-20       Impact factor: 15.336

Review 2.  Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.

Authors:  Dino Alberico; Mark E Scott; Mark Lautens
Journal:  Chem Rev       Date:  2007-01       Impact factor: 60.622

3.  Palladium-catalyzed arylation of electron-rich heterocycles with aryl chlorides.

Authors:  Hendrich A Chiong; Olafs Daugulis
Journal:  Org Lett       Date:  2007-03-15       Impact factor: 6.005

4.  Ruthenium-catalyzed cycloaddition of alkynes and organic azides.

Authors:  Li Zhang; Xinguo Chen; Peng Xue; Herman H Y Sun; Ian D Williams; K Barry Sharpless; Valery V Fokin; Guochen Jia
Journal:  J Am Chem Soc       Date:  2005-11-23       Impact factor: 15.419

5.  Oxidative C-H activation/C-C bond forming reactions: synthetic scope and mechanistic insights.

Authors:  Dipannita Kalyani; Nicholas R Deprez; Lopa V Desai; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2005-05-25       Impact factor: 15.419

6.  Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited.

Authors:  Antoni Krasiński; Valery V Fokin; K Barry Sharpless
Journal:  Org Lett       Date:  2004-04-15       Impact factor: 6.005

7.  Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene.

Authors:  Bobby Glover; Kimberly A Harvey; Bing Liu; Matthew J Sharp; Maria F Tymoschenko
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005

8.  Freeze-frame inhibitor captures acetylcholinesterase in a unique conformation.

Authors:  Yves Bourne; Hartmuth C Kolb; Zoran Radić; K Barry Sharpless; Palmer Taylor; Pascale Marchot
Journal:  Proc Natl Acad Sci U S A       Date:  2004-02-02       Impact factor: 11.205

9.  Palladium-catalyzed arylation and heteroarylation of indolizines.

Authors:  Choul-Hong Park; Victoria Ryabova; Ilya V Seregin; Anna W Sromek; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2004-04-01       Impact factor: 6.005

10.  1,2,3-Triazole-[2',5'-bis-O-(tert-butyldimethylsilyl)-beta-D- ribofuranosyl]-3'-spiro-5"-(4"-amino-1",2"-oxathiole 2",2"-dioxide) (TSAO) analogues: synthesis and anti-HIV-1 activity.

Authors:  R Alvarez; S Velázquez; A San-Félix; S Aquaro; E De Clercq; C F Perno; A Karlsson; J Balzarini; M J Camarasa
Journal:  J Med Chem       Date:  1994-11-25       Impact factor: 7.446
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  16 in total

1.  C-H bonds as ubiquitous functionality: preparation of multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation.

Authors:  Jung Min Joo; Pengfei Guo; Dalibor Sames
Journal:  J Org Chem       Date:  2012-12-31       Impact factor: 4.354

2.  Pd-catalyzed cascade carbopalladation-annulation reaction of 3-(2-iodobenzyl)-indoles into fused 6/5/7/6- and 6/5/5/6- heterocyclic systems.

Authors:  Natalia Chernyak; David Tilly; Zhou Li; Vladimir Gevorgyan
Journal:  Chem Commun (Camb)       Date:  2009-11-17       Impact factor: 6.222

3.  Palladium-Catalyzed Highly Regioselective C-3 Arylation of Imidazo[1,5-a]pyridine.

Authors:  Chunhui Huang; Alexandros Giokaris; Vladimir Gevorgyan
Journal:  Chem Lett       Date:  2011       Impact factor: 1.389

4.  Highly N2-selective palladium-catalyzed arylation of 1,2,3-triazoles.

Authors:  Satoshi Ueda; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-18       Impact factor: 15.336

5.  Synthesis of deuterated 1,2,3-triazoles.

Authors:  Hari K Akula; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2012-09-27       Impact factor: 4.354

6.  Design and synthesis of 3,3'-triazolyl biisoquinoline N,N'-dioxides via Hiyama cross-coupling of 4-trimethylsilyl-1,2,3-triazoles.

Authors:  Shiyu Sun; Carlyn Reep; Chenrui Zhang; Burjor Captain; Roberto Peverati; Norito Takenaka
Journal:  Tetrahedron Lett       Date:  2021-08-21       Impact factor: 2.032

7.  Copper(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes.

Authors:  Jason E Hein; Jonathan C Tripp; Larissa B Krasnova; K Barry Sharpless; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

8.  C-H bonds as ubiquitous functionality: a general approach to complex arylated pyrazoles via sequential regioselective C-arylation and N-alkylation enabled by SEM-group transposition.

Authors:  Roman Goikhman; Teresa L Jacques; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2009-03-04       Impact factor: 15.419

9.  Cascade carbopalladation-annulation approach toward polycylic derivatives of indole and indolizine.

Authors:  Natalia Chernyak; David Tilly; Zhou Li; Vladimir Gevorgyan
Journal:  ARKIVOC       Date:  2010-12-10       Impact factor: 1.140

10.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883
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