A Modified Synthesis of 9-(1,2-Dichlorovinyl)carbazole by Using Crown Ethers and Cryptands in a Non-aqueous System

Abstract

The 9-[(E)-1,2-dichloroviny1]carbazole is a starting material for synthesis of 9-ethynyl-carbazole [1], which in term is monomer for preparation of photoconductive polymers [2]. Dichlorovinylation of carbazole in a solid-liquid two phase system in the presence of crown and cryptand catalysts has been studied. Application of the Phase Transfer Catalysis in the nonaqueous system increases yield of 9-[(E)-1,2-dichloroviny1]carbazole in comparison to the methods based on liquid-liquid system with benzyltriethylammonium chloride (TEBA) or dimethylsulfoxide (DMSO) as catalysts.