Tetrahedron

A general synthesis of 1-(1-alkenyl) benzotriazoles

DPM Pleynet, JK Dutton, AP Johnson

文献索引：Pleynet, David P.M.; Dutton, Jonathan K.; Johnson, Peter A. Tetrahedron, 1999 , vol. 55, # 40 p. 11903 - 11926

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被引用次数: 9

摘要

1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl) benzotriazoles are metallated at the α- carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good ...