The treatment of 4-chlorobutyronitrile, 3-chloropropyl phenyl sulfone, and other related compounds with a base afforded gamma-halocarbanions that undergo fast intramolecular substitution of the halogen to produce substituted cyclopropanes. We found that these short-lived carbanionic intermediates ca
✦ LIBER ✦
New Reactions of γ-Halocarbanions: Simple Synthesis of Substituted Tetrahydrofurans.
✍ Scribed by Mieczyslaw Makosza; Marek Judka
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 172 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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## Abstract __γ__‐Chlorocarbanions of proper nucleophilicity, generated from 3‐chloropropyl pentachlorophenyl sulfone (=pentachloro[(3‐chloropropyl)sulfonyl]benzene; **1**; Ar=C~6~Cl~5~), add to electron‐deficient formal imines **3a**–**l** to produce anionic adducts that enter intramolecular subst
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