Tetrahedron

Cycloaromatization of α-oxoketene dithioacetals and β-oxodithioacetals with benzyl-, 1-(naphthylmethyl) and 2-(naphthylmethyl) magnesium halides: Synthesis of …

CS Rao, MP Balu, H Ila, H Junjappa

Index: Srinivasa Rao; Balu, Maliakel P.; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Tetrahedron, 1991 , vol. 47, # 20-21 p. 3499 - 3510

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Citation Number: 22

Abstract

An efficient route for the synthesis of substituted naphthalenes, phenanthrenes and other polynuclear aromatic hydrocarbons has been developed. The methodology involves 1, 2-(or sequential 1, 4-and 1, 2-) addition of either benzyl, 1-(naphthylmethyl) or 2-(naphthylmethyl) magnesium halides to α-oxoketene dithioacetals or β-oxodithioacetals followed by borontrifluoride etherate catalyzed cycloaromatization of the resulting carbinols.