Ben-Zion Weiner

Synthesis of Indole Derivatives Attached to Polyethylene Oxides)

Abstract N-Benzyl 5-, 6-, and 7-bromoindolines were converted to the respective organosodium derivatives and used as initiators for the anionic polymerization of ethylene oxide. The resulting indoline derivatives attached to polyethylene oxide were dehydrogenated to the indole derivatives, which in turn were converted through suitable reactions to the tryptamine and indole acetic acid derivatives.

Condensation Polymers Containing Indole Derivatives

Abstract Indole-containing bifunctional monomers (diacids, dialcohols, and dialdehydes) were synthesized by using as the basic nucleus two indoles attached by a tetraethylene glycol chain. These monomers were used for the preparation of polyesters, poly-amides, and polyazomethines.

Synthesis of Poly-5-vinylindole Derivatives

Abstract 5-Vinyl-N-benzylindoline and 5-vinyl-N-benzylindole were synthesized starting from the corresponding 5-formyl derivative, by utilizing the Wittig or Wittig-Horner reactions. The monomers were polymerized by free-radical (AIBN) and anionic (BuLi) catalysts. Poly-5-vinyl-N-benzylindole was converted through suitable reactions to the tryptamine and indole acetic acid derivatives. Poly-5-vinyl-N-benzyl-tryptophane was synthesized by malonic ester synthesis by utilizing the condensation of poly-5-vinyl-N-benzylgramine and diethyl formamidomalonate.