Tetrahedron

Molecular iodine-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols

X Lin, X Dai, Z Mao, Y Wang

Index: Lin, Xufeng; Dai, Xixiang; Mao, Zhenjun; Wang, Yanguang Tetrahedron, 2009 , vol. 65, # 45 p. 9233 - 9237

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Citation Number: 37

Abstract

A highly efficient method for the C–C bond formation via molecular iodine-catalyzed C3- alkylation reaction of 4-hydroxycoumarins with benzylic, benzhydrylic, allylic, and propargyl alcohols at 50° C in MeNO2 is described. The 3-alkylated-4-hydroxycoumarins were obtained in good yields (up to 97%). By applying this reaction as the key step, a multi- substituted pyranocoumarin can easily be synthesized in a one-pot procedure. The ...