title: Novel solid-phase synthesis of 1,2-dialkoxyindoles.
abstract: [reaction: see text] A novel solid-phase synthesis of 1,2-dialkoxyindoles on SynPhase lanterns is described. A unique C-C bond formation involving a nucleophilic displacement of a solid-bound aryl fluorine by dimethyl malonate afforded the arylnitro methyl ester, which upon treatment with tin(II) chloride dihydrate gave the N-hydroxyindolone. Alkylation of the N-hydroxyindolones afforded the corresponding N-hydroxy-2-alkoxyindoles, which were further alkylated to give the 1,2-dialkoxyindole. A library of 64 (8R(1) x 8R(2)) discrete 1,2-dialkoxyindoles was prepared using a color encoding technique on SynPhase A-series lanterns.
authors.affiliation: Mimotopes Pty, Ltd., 11 Duerdin Street, Clayton, Victoria 3168, Australia. zemin_yu@mimotopes.com
authors.forename: Zemin
authors.initials: Z
authors.lastname: Wu
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Ede