A TfOH Catalyzed One-pot Synthesis of Aryl-Substituted Benzoquinones and Quinones via C-C Bond Formation

碩士 === 高雄醫學大學 === 醫藥暨應用化學系碩士班 === 103 === 。Substituted naphthoquinone and benzoquinone derivatives exist widely in nature and exhibit various important biological activities including antibiotic, antitumor, antidiabetic and inhibition of HIV-1 reverse transcriptase. Among these, the aryl substituted...

Full description

Bibliographic Details
Main Authors: Jia-Heng Jiang, 蔣佳恆
Other Authors: Jeh-Jeng Wang
Format: Others
Language:zh-TW
Published: 2015
Online Access:http://ndltd.ncl.edu.tw/handle/13452699380160562759
Description
Summary:碩士 === 高雄醫學大學 === 醫藥暨應用化學系碩士班 === 103 === 。Substituted naphthoquinone and benzoquinone derivatives exist widely in nature and exhibit various important biological activities including antibiotic, antitumor, antidiabetic and inhibition of HIV-1 reverse transcriptase. Among these, the aryl substituted derivatives are of particular interest due to their presence in many natural products, such as belmacandaquinones and building blocks for many pharmaceuticals, natural products and dyes. By considering the importance of these aryl substituted benzoquinones and quinones, an acid catalyzed sequential one-pot approach was developed. This synthetic approach consists of oxidation of napthols/phenols to napthoquinone/benzoquinones followed by TfOH catalyzed arylation with electron rich arenes via C-C bond formation.