Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds

Justin Dietrich; Christine Kaiser; Nathalie Meurice; Christopher Hulme

doi:10.1016/j.tetlet.2010.05.108

Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds

Justin Dietrich, Christine Kaiser, Nathalie Meurice, Christopher Hulme

Research output: Contribution to journal › Article › peer-review

32 Scopus citations

Abstract

Novel two-step solution phase protocols for the synthesis of dihydroquinazolines and fused dihydroquinazoline-benzodiazepine tetracycles are reported. The methodology employs the Ugi reaction to assemble the desired diversity and acid treatment enables ring-closing transformations. The protocols are further facilitated by the use of microwave irradiation and n-butyl isocyanide to control the rate of each ring-forming transformation.

Original language	English (US)
Pages (from-to)	3951-3955
Number of pages	5
Journal	Tetrahedron Letters
Volume	51
Issue number	30
DOIs	https://doi.org/10.1016/j.tetlet.2010.05.108
State	Published - Jul 28 2010

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.05.108

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abstract = "Novel two-step solution phase protocols for the synthesis of dihydroquinazolines and fused dihydroquinazoline-benzodiazepine tetracycles are reported. The methodology employs the Ugi reaction to assemble the desired diversity and acid treatment enables ring-closing transformations. The protocols are further facilitated by the use of microwave irradiation and n-butyl isocyanide to control the rate of each ring-forming transformation.",

author = "Justin Dietrich and Christine Kaiser and Nathalie Meurice and Christopher Hulme",

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AU - Dietrich, Justin

AU - Kaiser, Christine

AU - Meurice, Nathalie

AU - Hulme, Christopher

N1 - Funding Information: We would like to thank the Office of the Director, NIH, and the National Institute of Mental Health for funding ( 1RC2MH090878-01 ).

PY - 2010/7/28

Y1 - 2010/7/28

N2 - Novel two-step solution phase protocols for the synthesis of dihydroquinazolines and fused dihydroquinazoline-benzodiazepine tetracycles are reported. The methodology employs the Ugi reaction to assemble the desired diversity and acid treatment enables ring-closing transformations. The protocols are further facilitated by the use of microwave irradiation and n-butyl isocyanide to control the rate of each ring-forming transformation.

AB - Novel two-step solution phase protocols for the synthesis of dihydroquinazolines and fused dihydroquinazoline-benzodiazepine tetracycles are reported. The methodology employs the Ugi reaction to assemble the desired diversity and acid treatment enables ring-closing transformations. The protocols are further facilitated by the use of microwave irradiation and n-butyl isocyanide to control the rate of each ring-forming transformation.

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Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds

Abstract

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