The solid-phase synthesis of 3,4-dihydro-2(1H)-quinazolinones and 3,4-dihydro-1H-quinazolin-2-thiones is described. Starting from Rink resin, acylation with 4-bromomethyl-3-nitrobenzoic acid and amination with primary amines, reduction with tin chloride and cyclization, the desired 3,4-dihydro-2(1H)
Synthesis of 4-amino-3,4-dihydro-2(1H)-quinolinonesvia β-lactam intermediates on the solid-phase
✍ Scribed by Yazhong Pei; Richard A. Houghten; John S. Kiely
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 241 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The synthesis of 3,4-dihydro-2(IH)-quinolinones has been accomplished through the rearrangement of ~lactam intermediates on the solid-phase. The ~-laetam intermediates were constructed through [2+2] cycloadditions between ketenes and imines on the solid-phase. A library of 4,140 dihydroquinolinones has been produced using this synthetic process.
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