Direct one-pot synthesis of Phenanthrenes via Suzuki-Miyaura coupling/aldol condensation cascade reaction

YH Kim, H Lee, YJ Kim, BT Kim…

Index: Young, Ha Kim; Lee, Hyuk; Yeong, Joon Kim; Bum, Tae Kim; Heo, Jung-Nyoung Journal of Organic Chemistry, 2008 , vol. 73, # 2 p. 495 - 501

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Citation Number: 63

Abstract

We have developed an efficient cascade reaction, a Suzuki-Miyaura coupling followed by an aldol condensation, for the construction of phenanthrene derivatives using microwave irradiation. For example, the reaction of methyl 2-bromophenylacetamide with 2- formylphenylboronic acid in the presence of a palladium catalyst and a base provided a biaryl intermediate, which underwent in situ cyclization to afford the corresponding ...