Copper-catalyzed aminohalogenation using the 2-NsNCl(2)/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

Authors
Li, GG Wei, HX Kim, SH
Citation
Gg. Li et al., Copper-catalyzed aminohalogenation using the 2-NsNCl(2)/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates, ORG LETT, 2(15), 2000, pp. 2249-2252
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
15
Year of publication
2000
Pages
2249 - 2252
Database
ISI
SICI code
1523-7060(20000727)2:15<2249:CAUT2C>2.0.ZU;2-O
Abstract
[GRAPHICS] New regio- and stereoselective aminohalogenation of cinnamic esters has bee n developed using the combination of 5-NsNCl(2)/NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesul fonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:)).