Citation
Ib. Rozentsveig et al., Hydrolysis of N-(2,2,2-trichloroethyl)arenesulfonamides, RUSS J ORG, 36(12), 2000, pp. 1760-1764
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280
→ ACNP
Volume
36
Issue
12
Year of publication
2000
Pages
1760 - 1764
Database
ISI
SICI code
1070-4280(200012)36:12<1760:HON>2.0.ZU;2-Y
Abstract
The direction of alkaline hydrolysis of N-(2,2,2-trichloro-1-R-ethyl)arenes
ulfonamides depends on the R substituent in the alpha -position with respec
t to the nitrogen atom. Substituents R having an n-donor heteroatom X promo
te cleavage of the C-N and C-X bonds to release the corresponding sulfonami
de, Alkaline hydrolysis of N-(1-aryl-2,2,2-trichloroethyl)arenesulfonamides
occurs chemoselectively at the trichloromethyl group. This reaction can be
regarded as a preparative route to N-arylsulfonyl-alpha -arylglycines.