A New and Productive Route to 1??Heteroarylcyclopropanols

…, AI Savchenko, VV Sokolov, A Straub…

Index: Belov, Vladimir N.; Savchenko, Andrei I.; Sokolov, Viktor V.; Straub, Alexander; De Meijere, Armin European Journal of Organic Chemistry, 2003 , # 3 p. 551 - 561

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Citation Number: 11

Abstract

Abstract (E/Z)-2-(1-Allyloxycyclopropyl)-3-methoxyacrylonitrile (4-All) was designed and prepared in five steps (58% overall yield) from ethyl cyclopropylidenacetate as a valuable precursor to various 1-heteroarylcyclopropanols. Its condensation with amidines, guanidine, hydrazine, and methyl thioglycolate and subsequent removal of the allyl protecting group yields 1-heteroarylcyclopropanols such as 1-OH (36% over 2 steps), a very potent NO- ...