A new germanium-based linker for solid phase synthesis of aromatics: Synthesis of a pyrazole library

AC Spivey, CM Diaper, H Adams…

Index: Spivey, Alan C.; Diaper, Christopher M.; Adams, Harry; Rudge, Andrew J. Journal of Organic Chemistry, 2000 , vol. 65, # 17 p. 5253 - 5263

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Citation Number: 75

Abstract

An efficient synthesis of chlorogermane linker 12 is described. Economic introduction of germanium into this linker is accomplished by insertion of dichlorogermylene [from germanium (IV) chloride] into the homobenzylic C-Cl bond of 4-(2-chloroethyl) phenol 1. Using linker 12, transmetalation with lithiated 4-acetophenone, 3-acetophenone, and 4- (4'methoxy) biphenyl followed by Mitsunobu-type coupling to Argogel gives functionalized ...