Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4

Ye Ri Han, Su Hyang Shim, Dong Su Kim, Chul Ho Jun

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

A new cascade double N-annulation method has been developed for the synthesis of benzoquinolizinium salts. The process takes place between allylamines, internal alkynes, and HBF4 in the presence of Rh(III)/Cu(II) complexes and leads to formation of multisubstituted benzoquinolizinium salts. Importantly, the resulting benzoquinolizinium salts serve as fluorescent materials whose emission wavelengths can be tuned by selection of appropriate substituents.

Original languageEnglish
Pages (from-to)2941-2944
Number of pages4
JournalOrganic Letters
Volume19
Issue number11
DOIs
Publication statusPublished - 2017 Jun 2

Fingerprint

Allylamine
cascades
Salts
salts
synthesis
Alkynes
alkynes
Wavelength
wavelengths

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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title = "Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4",
abstract = "A new cascade double N-annulation method has been developed for the synthesis of benzoquinolizinium salts. The process takes place between allylamines, internal alkynes, and HBF4 in the presence of Rh(III)/Cu(II) complexes and leads to formation of multisubstituted benzoquinolizinium salts. Importantly, the resulting benzoquinolizinium salts serve as fluorescent materials whose emission wavelengths can be tuned by selection of appropriate substituents.",
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Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4. / Han, Ye Ri; Shim, Su Hyang; Kim, Dong Su; Jun, Chul Ho.

In: Organic Letters, Vol. 19, No. 11, 02.06.2017, p. 2941-2944.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4

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AU - Jun, Chul Ho

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AB - A new cascade double N-annulation method has been developed for the synthesis of benzoquinolizinium salts. The process takes place between allylamines, internal alkynes, and HBF4 in the presence of Rh(III)/Cu(II) complexes and leads to formation of multisubstituted benzoquinolizinium salts. Importantly, the resulting benzoquinolizinium salts serve as fluorescent materials whose emission wavelengths can be tuned by selection of appropriate substituents.

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