Cascade nucleophilic addition-cyclic Michael addition of arynes and phenols/anilines bearing ortho alpha,beta-unsaturated groups: facile synthesis of 9-functionalized xanthenes/acridines.
A facile synthesis of xanthenes and acridines based on a cascade nucleophilic addition-cyclic Michael addition process of arynes and phenols/anilines substituted with alpha,beta-unsaturated groups at the ortho positions is described. The reaction has also been successfully extended to the synthesis of 9-spiro-xanthene and acridine derivatives with potential biochemical interest.
Huang
Xian
X
Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou 310028, People's Republic of China. huangx@mail.hz.zj.cn
Zhang
Tiexin
T
D000166:Acridines / Q000138:chemical synthesis* / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D014966:Xanthenes / Q000138:chemical synthesis* / Q000737:chemistry
D000166:Acridines; D000475:Alkenes; D000814:Aniline Compounds; D010636:Phenols; D014966:Xanthenes; C023650:aniline