Literature DB >> 28726425

Ruthenium(II)-Catalyzed Hydroarylation of Maleimides Using Carboxylic Acids as a Traceless Directing Group.

Anup Mandal1, Harekrishna Sahoo1, Suman Dana1, Mahiuddin Baidya1.   

Abstract

An efficient Ru(II)-catalyzed hydroarylation of maleimides with ready-stock aryl carboxylic acids has been developed based on weak carboxylate-directed ortho-C-H alkylation and concomitant decarboxylation processes, fabricating 3-aryl succinimides, a recurrent scaffold in drug molecules, in high yields (up to 97%). The protocol features operational simplicity, avoids the need for precious metal additives/oxidants, and offers broad substrate scope with formal meta- and para-selectivities. It represents the first example of Ru(II)-catalyzed direct arylation of maleimides with unbiased benzoic acids.

Entities:  

Year:  2017        PMID: 28726425     DOI: 10.1021/acs.orglett.7b01964

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


  5 in total

Review 1.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

Review 2.  Last Decade of Unconventional Methodologies for the Synthesis of Substituted Benzofurans.

Authors:  Lucia Chiummiento; Rosarita D'Orsi; Maria Funicello; Paolo Lupattelli
Journal:  Molecules       Date:  2020-05-16       Impact factor: 4.411

3.  A Catalytic Cross-Olefination of Diazo Compounds with Sulfoxonium Ylides.

Authors:  James D Neuhaus; Adriano Bauer; Alexandre Pinto; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-08       Impact factor: 15.336

4.  New Experimental Conditions for Diels-Alder and Friedel-Crafts Alquilation Reactions with Thiophene: A New Selenocyanate with Potent Activity against Cancer.

Authors:  Gorka Calvo-Martín; Daniel Plano; Carmen Sanmartín
Journal:  Molecules       Date:  2022-02-01       Impact factor: 4.411

5.  In(OTf)3-catalyzed intramolecular hydroarylation of α-phenylallyl β-ketosulfones - synthesis of sulfonyl 1-benzosuberones and 1-tetralones.

Authors:  Meng-Yang Chang; Kai-Xiang Lai; Yu-Lun Chang
Journal:  RSC Adv       Date:  2020-05-13       Impact factor: 3.361

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.