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Updated: Sep 29, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
New scaffolds for combinatorial synthesis. 1. 5-sulfamoylisatins and their reactions with 1,2-diamines
Alexandre V Ivachtchenko1, Alexey P Il'yin, Vladimir V Kobak
1Chemical Diversity Labs, Inc., 11575 Sorrento Valley Road, Suite 211, San Diego, CA 92121, USA.
Abstract:
3,3-Dichloro-5-(4-methylpiperidinosulfonyl)-2-indolinone (3) and 5-sulfamoylisatins 4 have been synthesized from 5-chlorosulfonyl-3,3-dichloro-2-indolinone (1). Compounds 4 are promising scaffolds for the solid- and liquid-phase syntheses of new combinatorial libraries of various heterocycles. Thus, the reactions of 4 with 1,2-diamines, such as o-phenylenediamine (5) and aminoguanidine hydrochloride (6), 1,2-diaminoimidazoles (9), and thiosemicarbazide led, respectively, to new heterocycles 7 and 8 and new combinatorial libraries of triazinoindoles 10 and 15. Chemsets 4, 10, and 15 were isolated as crystalline solids that were purified by recrystallization from a suitable solvent and characterized by spectroscopic methods.
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