Abstract
(Chemical Equation Presented) Aminomethyl polystyrene resin was reacted with 4-(5′-formyl-2′-hydroxyphenyl)benzoic acid and 4-(5′-formyl-2′-hydroxyphenyl)phenyl propionic acid, respectively, in the presence of 1-hydroxybenzotriazole and 1,3-diisopropylcarbodiimide to yield polymer-bound benzaldehydes. The phenolic group in resins was acetylated with acetic anhydride to afford two polymer-bound 4-acetoxybenzaldehydes. The reductive amination of polymer-bound linkers by amines and sodium triacetoxyborohydride, followed by sulfonylation with arylsulfonyl chloride derivatives in the presence of pyridine and the cleavage with TFA/DCM/H 2O, produced pure sulfonamides.
Original language | English (US) |
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Pages (from-to) | 7915-7918 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 71 |
Issue number | 20 |
DOIs | |
State | Published - Sep 29 2006 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry