Literature DB >> 18379699

Mechanistic evidence for remote pi-aryl participation in acid-catalyzed ring opening of homobenzoquinone epoxides.

Takumi Oshima1, Haruyasu Asahara, Takuya Koizumi, Saki Miyamoto.   

Abstract

The acid-induced reaction of bis(p-chlorophenyl)homobenzoquinone epoxide gave the dual ipso/ortho intramolecular S(E)2-Ar products associated with pi-aryl participated oxirane ring opening, whereas bis(p-tolyl)- and diphenyl-substituted homologues provided only the ortho products.

Entities:  

Year:  2008        PMID: 18379699     DOI: 10.1039/b719663f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

1.  Acid-Catalyzed Rearrangements of 3-Aryloxirane-2-Carboxamides: Novel DFT Mechanistic Insights.

Authors:  Zheng-Wang Qu; Hui Zhu; Sergey A Katsyuba; Vera L Mamedova; Vakhid A Mamedov; Stefan Grimme
Journal:  ChemistryOpen       Date:  2020-07-01       Impact factor: 2.911

  1 in total

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