Green synthesis of novel isatin thioketal derivatives under solvent-free conditions

Green Chemistry Letters and Reviews

Gholamhassan Imanzadeh¹ 

关键词: Green synthesis;    tetrabutylammonium bromide;    spiro[[1;    3]dithiolane-2;    3′-indolines]-2′-one;    α;    β-unsaturated esters;    dihaloalkanes;   

DOI  :  10.1080/17518253.2016.1250958

学科分类：化学（综合）

来源: Taylor & Francis

【 摘 要 】

A new series of spiro[[1,3]dithiolane-2,3′-indolines]-2′-one derivatives was synthesized using Michael addition reaction of spiro[[1,3]dithiolane-2,3′-indolin]-2′-one to various α,β-unsaturated esters as well as direct alkylation of this compound with alkyl dihalides. Michael reaction of spiro[[1,3]dithiolane-2,3′-indolin]-2′-one and α,β-unsaturated esters produced related Michael adduct in the presence of tetrabutylammonium bromide and base 1,4-diazabicyclo[2.2.2]octane in good to excellent yields at 80°C under solvent-free conditions. Also, direct alkylation of spiro[[1,3]dithiolane-2,3′-indolin]-2′-one by dihaloalkanes in the presence of base K2CO3 afforded the corresponding products in good yields under the same conditions.

【 授权许可】

Unknown