文献类型：期刊文献

英文题名：Diels-Alder cycloadditions of N-arylpyrroles via aryne intermediates using diaryliodonium salts

作者：Chen, Huangguan[1];Han, Jianwei[1,2];Wang, Limin[1]

机构：[1]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2018

卷号：14

起止页码：354

外文期刊名：BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000425797500001)】；

基金：The work was supported by the National Nature Science Foundation of China (NSFC 21472213, 21272069), National Key Program (2016YFA0200302, Study on application and preparation of aroma nanocomposites), the Fundamental Research Funds for the Central Universities and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

语种：英文

外文关键词：benzyne; cycloaddition; diaryliodonium salts; N-phenylamine; pyrrole

摘要：With a strategy of the formation of benzynes by using diaryliodonium salts, a cycloaddition reaction of N-arylpyrroles with benzynes was reported. A wide range of bridge-ring amines with various substituents have been synthesized in moderate to excellent yields (35-96%). Furthermore, with a catalytic amount of TsOH center dot H2O, these amines can be converted into the corresponding N-phenylamine derivatives easily, which are potentially useful in photosensitive dyes.