Pd-catalyzed intramolecular direct arylations at high temperature

Philippe Franck, Steven Hostyn, Beáta Dajka-Halász, Ágnes Polonka-Bálint, Katrien Monsieurs, P. Mátyus, Bert U W Maes

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Pd-catalyzed cyclodehydrohalogenation involving oxidative addition of aromatic C-Br or activated azaheteroaromatic C-Cl bonds and C(sp2)-H activation have been investigated at high reaction temperatures (180-200 °C). This allowed the fast (10-30 min) synthesis of a variety of azaheteroaromatic ring systems (dibenzo[f,h]phthalazine, dibenzo[f,h]cinnoline, benzofuro[2,3-d]pyridazine, 5H-pyridazino[4,5-b]indole, 7H-indolo[2,3-c]quinoline and 5H-δ-carboline) in moderate to good yields.

Original languageEnglish
Pages (from-to)6030-6037
Number of pages8
JournalTetrahedron
Volume64
Issue number26
DOIs
Publication statusPublished - Jun 23 2008

Fingerprint

Carbolines
Chemical activation
Temperature
pyridazine
indole
cinnoline
quinoline
phthalazine

Keywords

  • 5H-δ-Carboline
  • C(sp)-H activation
  • Microwave
  • Palladium
  • Pyridazinone
  • Quinolinone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Franck, P., Hostyn, S., Dajka-Halász, B., Polonka-Bálint, Á., Monsieurs, K., Mátyus, P., & Maes, B. U. W. (2008). Pd-catalyzed intramolecular direct arylations at high temperature. Tetrahedron, 64(26), 6030-6037. https://doi.org/10.1016/j.tet.2008.01.060

Pd-catalyzed intramolecular direct arylations at high temperature. / Franck, Philippe; Hostyn, Steven; Dajka-Halász, Beáta; Polonka-Bálint, Ágnes; Monsieurs, Katrien; Mátyus, P.; Maes, Bert U W.

In: Tetrahedron, Vol. 64, No. 26, 23.06.2008, p. 6030-6037.

Research output: Contribution to journalArticle

Franck, P, Hostyn, S, Dajka-Halász, B, Polonka-Bálint, Á, Monsieurs, K, Mátyus, P & Maes, BUW 2008, 'Pd-catalyzed intramolecular direct arylations at high temperature', Tetrahedron, vol. 64, no. 26, pp. 6030-6037. https://doi.org/10.1016/j.tet.2008.01.060
Franck P, Hostyn S, Dajka-Halász B, Polonka-Bálint Á, Monsieurs K, Mátyus P et al. Pd-catalyzed intramolecular direct arylations at high temperature. Tetrahedron. 2008 Jun 23;64(26):6030-6037. https://doi.org/10.1016/j.tet.2008.01.060
Franck, Philippe ; Hostyn, Steven ; Dajka-Halász, Beáta ; Polonka-Bálint, Ágnes ; Monsieurs, Katrien ; Mátyus, P. ; Maes, Bert U W. / Pd-catalyzed intramolecular direct arylations at high temperature. In: Tetrahedron. 2008 ; Vol. 64, No. 26. pp. 6030-6037.
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AU - Mátyus, P.

AU - Maes, Bert U W

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