Efficient synthesis of multicyclic spirooxindoles via a cascade Michael/Michael/oxa-Michael reaction of curcumins and isatylidene malononitriles.
A cascade Michael/Michael/oxa-Michael reaction between curcumins and isatylidene malononitriles has been developed. Multicyclic spirooxindoles were prepared in excellent yields and diastereoselectivities. DMAP was found to catalyze this transformation efficiently under mild reaction conditions.
Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
Xiao-Gang
XG
Yin
Xin-Yun
XY
Liu
Zhi-Peng
ZP
Hu
Ming
M
Yan
D002384:Catalysis; D003474:Curcumin / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis*
D006571:Heterocyclic Compounds; D007211:Indoles; D009570:Nitriles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C000945:dicyanmethane; D003474:Curcumin