Literature DB >> 25076204

Bismuth-catalyzed synthesis of polycyclic aromatic hydrocarbons (PAHs) with a phenanthrene backbone via cyclization and aromatization of 2-(2-arylphenyl)vinyl ethers.

Masahito Murai1, Naoki Hosokawa, David Roy, Kazuhiko Takai.   

Abstract

The reaction of 2-(2-arylphenyl)vinyl ethers in the presence of a catalytic amount of bismuth(III) triflate gave substituted phenanthrenes in excellent yields under mild reaction conditions. The reaction was also applied to the construction of other polycyclic aromatic hydrocarbons (PAHs), such as chrysene, helicene, and pyrene having a phenanthrene backbone, via regioselective cyclization. This method has the advantages of easy availability of the cyclization precursors, operational simplicity, and high reaction efficiency.

Entities:  

Year:  2014        PMID: 25076204     DOI: 10.1021/ol5018273

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


  2 in total

Review 1.  Synthesis of Defective Nanographenes Containing Joined Pentagons and Heptagons.

Authors:  Yiyang Fei; Junzhi Liu
Journal:  Adv Sci (Weinh)       Date:  2022-04-26       Impact factor: 17.521

2.  Synthesis of Phenacene-Helicene Hybrids by Directed Remote Metalation.

Authors:  Sindhu Kancherla; Kåre B Jørgensen
Journal:  J Org Chem       Date:  2020-08-26       Impact factor: 4.354

  2 in total

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