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 journalArticle

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

Fingerprint

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 journalArticle

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AU - Lam, Kit

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AB - 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.

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