NDLI: Synthesis of 1,4-Disubstituted-6-nitro-3,4-dihydro-1H-quinoline-2-ones

Content Provider	Scilit
Copyright Year	2005
Description	A traceless solid-phase synthesis of 1,4-disubstituted-6-nitro-3,4-dihydro-1H-quinazolin-2-ones 3 was developed. N-Alloc-3-amino-3-(2-fluoro-5-nitrophenyl)propionic amide 1 linked to Rink resin was converted into 2 via acylation with R^{1}$CO_{2}$H and ipso-substitution with R^{2}$NH_{2}$. The polymeric aniline 2 was treated with 50% $HCO_{2}H/CH_{2}Cl_{2}$ to release the arylpropionic amide moiety which underwent intramolecular cyclization to form 1,4-disubstituted quinoline 3 in a traceless fashion.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-921619.pdf
Ending Page	0354
Page Count	1
Starting Page	0354
ISSN	18611958
e-ISSN	1861194X
DOI	10.1055/s-2005-921619
Journal	Synfacts
Issue Number	03
Volume Number	2005
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2005-11-22
Access Restriction	Open
Subject Keyword	Journal: Synfacts Organic Chemistry
Content Type	Text
Resource Type	Synopsis

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Synthesis of 1,4-Disubstituted-6-nitro-3,4-dihydro-1H-quinoline-2-ones