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Cyclopropyl Building Blocks in Organic Synthesis. Part 124. Access to Variously Substituted 5,6,7,8-Tetrahydro-3H-quinazolin-4-ones via Diels—Alder Adducts of Phenyl Vinyl Sulfone to Cyclobutene-Anellated Pyrimidinones.

✍ Scribed by Suryakanta Dalai; Vladimir N. Belov; Shamil Nizamov; Karsten Rauch; Dirk Finsinger; Armin de Meijere


Publisher
John Wiley and Sons
Year
2006
Weight
36 KB
Volume
37
Category
Article
ISSN
0931-7597

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Access to Variously Substituted 5,6,7,8-
✍ Suryakanta Dalai; Vladimir N. Belov; Shamil Nizamov; Karsten Rauch; Dirk Finsing 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 246 KB

## Abstract Under basic conditions (Et~3~N, dioxane), the aromatic amidines **4** and also __S__‐methylisothiourea **4g** cleanly undergo Michael addition to methyl 2‐chloro‐2‐cyclopropylideneacetate (**5**), followed by intramolecular nucleophilic substitution, cyclopropyl to cyclobutyl ring enlar