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Title: | Synthesis of Polymer-Bound 4-Acetoxy-3-phenylbenzaldehyde Derivatives: Applications in Solid-Phase Organic Synthesis |
Authors: | Kumar, Anil |
Keywords: | Chemistry Anions Organic polymers Crystal cleavage |
Issue Date: | 2006 |
Publisher: | ACS |
Abstract: | 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/H2O, produced pure sulfonamides. |
URI: | https://pubs.acs.org/doi/abs/10.1021/jo061328z http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/2955 |
Appears in Collections: | Department of Chemistry |
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