Literature DB >> 19580259

N-heterocyclic carbene-catalyzed cross-coupling of aldehydes with arylsulfonyl indoles.

Yi Li1, Fu-Qiang Shi, Qing-Li He, Shu-Li You.   

Abstract

3-(1-Arylsulfonylalkyl)indoles as electrophiles in the N-heterocyclic carbene-catalyzed umpolung reaction of aldehydes were realized for the first time. This intermolecular Stetter-type reaction features the commercially available catalyst and mild reaction conditions, providing alpha-(3-indolyl) ketone derivatives in high yields for a wide range of substrates.

Entities:  

Year:  2009        PMID: 19580259     DOI: 10.1021/ol9013238

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


  5 in total

1.  Chiral Brønsted base-promoted nitroalkane alkylation: enantioselective synthesis of sec-alkyl-3-substituted indoles.

Authors:  Mark C Dobish; Jeffrey N Johnston
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

Review 2.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

3.  N-heterocyclic-carbene-catalyzed synthesis of 2-aryl indoles.

Authors:  M Todd Hovey; Christopher T Check; Alexandra F Sipher; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-14       Impact factor: 15.336

4.  Azaindole synthesis through dual activation catalysis with N-heterocyclic carbenes.

Authors:  Hayden A Sharma; M Todd Hovey; Karl A Scheidt
Journal:  Chem Commun (Camb)       Date:  2016-07-01       Impact factor: 6.222

Review 5.  Arenesulfonyl indole: new precursor for diversification of C-3 functionalized indoles.

Authors:  Banni Preet Kaur; Jasneet Kaur; Swapandeep Singh Chimni
Journal:  RSC Adv       Date:  2021-01-08       Impact factor: 3.361

  5 in total

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