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

doi:10.1016/j.tetlet.2005.06.041

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 › peer-review

12 Scopus citations

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 language	English (US)
Pages (from-to)	5747-5750
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	34
DOIs	https://doi.org/10.1016/j.tetlet.2005.06.041
State	Published - Aug 22 2005

Keywords

DIC-promoted
Imidazolidinone
Intramolecular cyclization
Microwave
Pyrimidinone

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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

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.",

keywords = "DIC-promoted, Imidazolidinone, Intramolecular cyclization, Microwave, Pyrimidinone",

author = "Xiaobing Wang and Seth Dixon and Nianhuan Yao and Kurth, {Mark J.} and Kit Lam",

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doi = "10.1016/j.tetlet.2005.06.041",

language = "English (US)",

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T1 - Microwave assisted DIC-promoted intramolecular cyclization for solid phase synthesis of trisubstituted imidazolidinones and pyrimidinones

AU - Wang, Xiaobing

AU - Dixon, Seth

AU - Yao, Nianhuan

AU - Kurth, Mark J.

AU - Lam, Kit

PY - 2005/8/22

Y1 - 2005/8/22

N2 - 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.

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.

KW - DIC-promoted

KW - Imidazolidinone

KW - Intramolecular cyclization

KW - Microwave

KW - Pyrimidinone

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DO - 10.1016/j.tetlet.2005.06.041

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SP - 5747

EP - 5750

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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