Environmental Friendly Synthesis of Novel Isatin Ketal and Isatin Schiff Base Derivatives Using Michael Addition Reaction under Solvent-Free Conditions
作者:Gholamhassan Imanzadeh、Zahra Soltanizadeh、Ali Khodayari、Mohammadreza Zamanloo、Yagoub Mansoori、Jaber Salehzadeh
DOI:10.1002/cjoc.201100351
日期:2012.4
efficient and simple procedure for the synthesis of novel isatin derivatives is described. Michael addition of aniline Schiff bases of isatin or p‐toluidine Schiff bases of isatin to fumaric esters affords the Michael adduct compounds in good to high yields in the presence of K2CO3 and tetrabutylammonium bromide (TBAB) under solvent‐free conditions. Repeating of this reaction about spiro[1,3‐dioxolane‐2,3′‐indol]‐2′(1′H)‐one
描述了一种合成新的靛红衍生物的有效且简单的方法。在无溶剂条件下,在K 2 CO 3和四丁基溴化铵(TBAB)的存在下,将靛红的苯胺希夫(Schiff)碱或靛蓝的对甲苯胺的席夫(Schiff)碱加至富马酸酯,可使迈克尔加合物以高收率获得高至高收率。重复约螺[1,3-二氧戊环-2,3'-吲哚] -2' - (1'该反应的ħ) -酮,为迈克尔供体,在1,4-二氮杂双环的存在[2.2.2]辛烷(DABCO)在相同条件下以高收率获得迈克尔加合物。