Superacid-promoted synthesis of polychlorinated dibenzofurans

Qarah, Ahmad; Gasonoo, Makafui; Do, Dat; Klumpp, Douglas A.

doi:10.1016/j.tetlet.2016.06.100

Cited by 8 publications

(1 citation statement)

References 37 publications

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“…Scheme 6 Lewis acid mediated oxa-APEX reaction of anisole/veratrole using 9,10-phenanthrenequinone 16 The o-chloranil (11) can also be used as an ortho-quinone-type -extending agent for oxa-APEX (Scheme 7). 17 In CH 2 Cl 2 or CF 3 CH 2 OH solvent containing excess TfOH and the arene, o-chloranil (11) can construct a new furan ring onto benzene and halogenated benzenes 10 in one step. Utilizing this oxa-APEX reaction system, perchlorinated dibenzofuran derivatives 12 can be synthesized in up to 51% yield.…”

Section: Review Synthesismentioning

confidence: 99%

Heteroatom-Embedding Annulative π-Extension (Hetero-APEX) Reactions: An Overview

Ito,

Itami,

Kawahara

2023

Synthesis

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Heteroatom-embedded polycyclic aromatic compounds (hetero-PACs) are a class of organic compounds contributing to a variety of research fields such as materials science, chemical biology and so on. For applications using hetero-PACs, efficient preparation of hetero-PACs is essential. In particular, reactions transforming unfunctionalized aromatic compounds to hetero-PACs using appropriate heteroatom-containing aromatic compounds (π-extending agents) represent the most ideal way to prepare hetero-PACs. In this review, such heteroatom-embedding annulative π-extension (hetero-APEX) reactions including their reaction mechanisms and scope of substrates are described.

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