New reactions of γ-halocarbanions: underestimated reactive intermediates in organic synthesis
✍ Scribed by M. Barbasiewicz; M. Judka; M. Makosza
- Book ID
- 106519400
- Publisher
- Springer
- Year
- 2004
- Tongue
- English
- Weight
- 852 KB
- Volume
- 53
- Category
- Article
- ISSN
- 1573-9171
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📜 SIMILAR VOLUMES
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
## 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