Direct construction of 3',4'-dihydrospiro[pyrrol-3,2'-oxindoles]through a cascade Mic

• 作 者: Dao-Cai Wang Hang Song Chun-Yun Xu Hui Dong Jie Liu
• 机 构: State Key Laboratory of Biotherapy and ]Cancer Center, West China Hospital, Sichuan University, and
• 出 处: Chinese Chemical Letters
• 发表日期: 2015年08期
• 关键词: cyclization cascade glycol biologically diverse analog potentially starting Ethy

A simple and efficient cascade Michael/cyclization reaction of 3-aminoindolin-2-ones with enones/enals was identified for the synthesis of potentially biologically active 3’,4’-dihydrospiro[pyrrol-3,2’-oxindoles], using DBU as an efficient catalyst and ethylene glycol as an environmentally benign solvent. More diverse 3’,4’-dihydrospiro[pyrrol-3,2’-oxindoles] analog libraries were prepared in good yields(up to 97%). The structure of 3’,4’-dihydrospiro[pyrrol-3,2’-oxindoles] was confirmed by mass spectrometry analysis, NMR analysis and single crystal X-ray diffraction. The main advantages of this method include the availability of starting materials, simple experimental operation, short reaction time,as well as high yields observed.

A simple and efficient cascade Michael / cyclization reaction of 3-aminoindolin-2-ones with enones / enals was identified for the synthesis of potentially biologically active 3 ’, 4’-dihydrospiro [pyrrol-3,2’-oxindoles], using DBU More as 3 ’, 4’-dihydrospiro [pyrrol-3,2’-oxindoles] analog libraries were prepared in good yields (up to 97%). The structure of 3 ’, 4’-dihydrospiro [pyrrol-3,2’-oxindoles] was confirmed by mass spectrometry analysis, NMR analysis and single crystal X-ray diffraction. The main advantages of this method include the availability of starting materials, simple experimental operation, short reaction time, as well as high results observed.