Literature DB >> 26496158

Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol.

Hashim F Motiwala1, Rakesh H Vekariya1, Jeffrey Aubé1.   

Abstract

Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel-Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential reaction mechanisms are reported.

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Year:  2015        PMID： 26496158     DOI： 10.1021/acs.orglett.5b02851

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


  6 in total

1.  Efficient Synthetic Methodology for the Construction of Dihydronaphthalene and Benzosuberene Molecular Frameworks.

Authors:  Deboprosad Mondal; Haichan Niu; Kevin G Pinney
Journal:  Tetrahedron Lett       Date:  2018-12-16       Impact factor: 2.415

2.  Three-Component Friedel-Crafts Transformations: Synthesis of Alkyl and Alkenyl Trifluoromethyl Sulfides and Alkenyl Iodides.

Authors:  Duc Chu; Jonathan A Ellman
Journal:  Org Lett       Date:  2022-04-08       Impact factor: 6.072

3.  Friedel-Crafts alkylation reaction with fluorinated alcohols as hydrogen-bond donors and solvents.

Authors:  Ren-Jin Tang; Thierry Milcent; Benoit Crousse
Journal:  RSC Adv       Date:  2018-03-13       Impact factor: 4.036

4.  Isothiourea-catalysed enantioselective pyrrolizine synthesis: synthetic and computational studies.

Authors:  Daniel G Stark; Patrick Williamson; Emma R Gayner; Stefania F Musolino; Ryan W F Kerr; James E Taylor; Alexandra M Z Slawin; Timothy J C O'Riordan; Stuart A Macgregor; Andrew D Smith
Journal:  Org Biomol Chem       Date:  2016-08-04       Impact factor: 3.876

5.  Concise and Efficient Synthesis of Indole-Indolone Scaffolds through MeOTf-Induced Annulation of N-(2-Cyanoaryl)indoles.

Authors:  Song Zou; Yu Liu; Chanjuan Xi
Journal:  ACS Omega       Date:  2019-10-29

6.  Regioselective Friedel-Crafts Acylation Reaction Using Single Crystalline and Ultrathin Nanosheet Assembly of Scrutinyite-SnO2.

Authors:  Sudakhina Saikia; Rasna Devi; Pranjal Gogoi; Lakshi Saikia; Boyapati M Choudary; Thirumalaiswamy Raja; Pangkita Deka; Ramesh C Deka
Journal:  ACS Omega       Date:  2022-08-31
  6 in total

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