Synthesis of (Z)-organylthioenynes using KF/Al2O3/solvent as recyclable system

AbstractPEG-400 and glycerol were successfully used as recyclable solvents for the synthesis of several organylthioenynes in good to excellent yields and high selectivity using solid supported catalyst (KF/Al2O3). This easy, general and improved method furnishes the corresponding alkenyl sulfides preferentially with Z configuration. The catalytic system and the glycerol or PEG-400 can be reused up to three times without previous treatment with comparable activity

Synthesis of (Z)-Thioenynes Using Recyclable Solvent

In this work, PEG-400 and glycerol were successfully used as recyclable solvents for the synthesis of several organylthioenynes in good to excellent yields 39 to 98% and high selectivity. This easy, general and simple method, consists in the addition of thiols to 1,4-diorganyl-1,3-butadiynes, using solid supported catalyst KF/Al2O3, furnishes the corresponding vinyl sulfides preferentially with Z configuration (Scheme 1). The catalytic system can be reused up to three times without previous treatment with comparable activity.No presente trabalho, PEG-400 e glicerol foram utilizados como solventes recicláveis para a síntese de vários organiltioeninos em bons rendimentos de 39 a 98% e alta seletividade. Este método simples e geral, envolve a adição de tióis a 1,4-diorganil-1,3-butadiinos, utilizando o suporte sólido KF/Al2O3 como catalisador e fornece os sulfetos vinílicos preferencialmente com configuração Z (Esquema 1). O sistema catalítico pode ser reutilizado por até três vezes sem tratamento prévio e perda significativa de rendimento