Regioselective synthesis of indenols via nickel-catalyzed carbocyclization reaction

DK Rayabarapu, CH Yang…

Index: Rayabarapu, Dinesh Kumar; Yang, Chun-Hui; Cheng, Chien-Hong Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6726 - 6731

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Citation Number: 67

Abstract

2-Halophenyl ketones 1a-e (1a, o-IC6H4COCH3) undergo carbocyclization with alkyl propiolates (2a, CH3 (CH2) 4C⋮ CCO2CH3; 2b, TMSC⋮ CCO2Et 2c, CH3C⋮ CCO2CH3; 2d, CH3OCH2C⋮ CCO2CH3; 2e, CH3 (CH2) 3C⋮ CCO2CH3; 2f, PhC⋮ CCO2CH3; and 2g,(CH3) 3C⋮ CCO2CH3) in the presence of Ni (dppe) Br2 and zinc powder in acetonitrile at 80° C to afford the corresponding indenol derivatives 3a-m with remarkable ...