Metal-catalyzed cascade reactions of ethynyl-substituted naphthalenes

Synthesis of polycyclic arenes

Tsun Cheng Wu, Yao-Ting Wu

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Palladium-catalyzed cycloaddition reactions of 1,8-diethynylnaphthalene derivatives with o-diiodoarenes take place to generate the corresponding benzo[k]fluoranthene-based linear acenes in moderate to good yields. In addition, 1-ethynyl-8-iodo-naphthalenes undergo palladium-catalyzed cyclodimerizations to produce zethrenes. Finally, in the presence of a catalytic system comprised of [NiBrdppe)/Zn], 1-ethynyl-8-iodonaphthalenes reacts with nitriles and 2-butyne to form the respective pyrroloarenes and pyrene.

Original languageEnglish
Pages (from-to)741-744
Number of pages4
JournalSynlett
Issue number6
DOIs
Publication statusPublished - 2011 Mar 9

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Naphthalenes
Palladium
Metals
Nitriles
Cycloaddition
Derivatives

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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abstract = "Palladium-catalyzed cycloaddition reactions of 1,8-diethynylnaphthalene derivatives with o-diiodoarenes take place to generate the corresponding benzo[k]fluoranthene-based linear acenes in moderate to good yields. In addition, 1-ethynyl-8-iodo-naphthalenes undergo palladium-catalyzed cyclodimerizations to produce zethrenes. Finally, in the presence of a catalytic system comprised of [NiBrdppe)/Zn], 1-ethynyl-8-iodonaphthalenes reacts with nitriles and 2-butyne to form the respective pyrroloarenes and pyrene.",
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Metal-catalyzed cascade reactions of ethynyl-substituted naphthalenes : Synthesis of polycyclic arenes. / Wu, Tsun Cheng; Wu, Yao-Ting.

In: Synlett, No. 6, 09.03.2011, p. 741-744.

Research output: Contribution to journalArticle

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