Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones

Xiaobing Wang, Seth Dixon, Nianhuan Yao, Mark J. Kurth, Kit Lam

Research output: Contribution to journal › Article

11 Citations (Scopus)

Abstract

A convenient solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones via microwave assisted DIC-promoted intramolecular cyclization is described. Intramolecular cyclization of a resin-bound thiourea prepared by acylation of a dipeptide with an aryl isothiocyanate was rapidly promoted with DIC under microwave to afford imidazolidinones and tetrahydropyrimidinones in good yield and purity.

Original languageEnglish (US)
Pages (from-to)5747-5750
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number34
DOIs
StatePublished - Aug 22 2005

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Pyrimidinones
Dacarbazine
Solid-Phase Synthesis Techniques
Cyclization
Microwaves
Acylation
Thiourea
Dipeptides
Resins

Keywords

  • DIC-promoted
  • Imidazolidinone
  • Intramolecular cyclization
  • Microwave
  • Pyrimidinone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones. / Wang, Xiaobing; Dixon, Seth; Yao, Nianhuan; Kurth, Mark J.; Lam, Kit.

In: Tetrahedron Letters, Vol. 46, No. 34, 22.08.2005, p. 5747-5750.

Research output: Contribution to journal › Article

Wang, X, Dixon, S, Yao, N, Kurth, MJ & Lam, K 2005, 'Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones', Tetrahedron Letters, vol. 46, no. 34, pp. 5747-5750. https://doi.org/10.1016/j.tetlet.2005.06.041
Wang X, Dixon S, Yao N, Kurth MJ, Lam K. Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones. Tetrahedron Letters. 2005 Aug 22;46(34):5747-5750. https://doi.org/10.1016/j.tetlet.2005.06.041
Wang, Xiaobing ; Dixon, Seth ; Yao, Nianhuan ; Kurth, Mark J. ; Lam, Kit. / Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 34. pp. 5747-5750.
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