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

Access to Document

10.1016/j.tetlet.2010.05.108

Cite this

@article{6e2de16dde30470dafcff3f2a0a07240,

title = "Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds",

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",

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

year = "2010",

month = jul,

day = "28",

doi = "10.1016/j.tetlet.2010.05.108",

language = "English (US)",

volume = "51",

pages = "3951--3955",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "30",

}

TY - JOUR

T1 - Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds

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.

UR - https://www.scopus.com/pages/publications/77953685875

UR - https://www.scopus.com/pages/publications/77953685875#tab=citedBy

U2 - 10.1016/j.tetlet.2010.05.108

DO - 10.1016/j.tetlet.2010.05.108

M3 - Article

AN - SCOPUS:77953685875

SN - 0040-4039

VL - 51

SP - 3951

EP - 3955

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this