One-pot Synthesis of Aromatic Fused 2,3-Dihydroindanone by Tandem Pauson-Khand/Michael/Henry Reaction  

作　　者：Mingming Li Ping Xing Zuogang Huang Biao Jiang 

机构地区：[1]CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China [2]Shanghai Advanced Research Institute, Chinese Academy of Sciences, 99 Haike Road, Shanghai 201210, China

出　　处：《Chinese Journal of Chemistry》2013年第1期49-54,共6页中国化学（英文版）

摘　　要：The intermolecular Pauson-Khand reaction between 2-ethynylbenzaldehyde and ethylene promoted by dimethyl sulfide can be utilized to synthesize 2-（2-formylphenyl）cyclopentenone efficiently. This compound and its deriva- tives undergo a cascade process of Michael addition reaction followed by Henry reaction with nitromethane to con- struct substituted aromatic fused 2,3-dihydroindanones. Furthermore, direct one-pot synthesis of aromatic fused 2,3-dihydroindanones from 2-ethynylbenzaldehyde is achieved.The intermolecular Pauson-Khand reaction between 2-ethynylbenzaldehyde and ethylene promoted by dimethyl sulfide can be utilized to synthesize 2-（2-formylphenyl）cyclopentenone efficiently. This compound and its deriva- tives undergo a cascade process of Michael addition reaction followed by Henry reaction with nitromethane to con- struct substituted aromatic fused 2,3-dihydroindanones. Furthermore, direct one-pot synthesis of aromatic fused 2,3-dihydroindanones from 2-ethynylbenzaldehyde is achieved.

关 键 词：2-ethynylbenzaldehyde tandem Pauson-Khand/Michael/Henry reaction aromatic fused 2 3-dihydro-indanone 

分 类 号：O621[理学—有机化学] TQ457.29[理学—化学]