Synthesis of new functionalized alizarins from alizarin, acetylenic esters, and phosphorus nucleophiles

I Yavari, L Azad, T Sanaeishoar

Index: Yavari, Issa; Azad, Leila; Sanaeishoar, Tayebeh Monatshefte fur Chemie, 2011 , vol. 142, # 6 p. 643 - 647

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Citation Number: 4

Abstract

Abstract The 1: 1 intermediate generated by the addition of triphenylphosphine to dialkyl acetylenedicarboxylates is trapped by alizarin to produce alkyl 6, 11-dihydro-12-hydroxy-2, 6, 11-trioxo-2 H-naphtho [2, 3-g] chromene-4-carboxylates in good yields. When ethyl propiolate was used, the reaction afforded ethyl 6, 11-dihydro-6, 11-dioxoanthra [1, 2-d][1, 3]- dioxole-2-acetate. The reaction of dialkyl acetylenedicarboxylates, alizarin, and trialkyl ...