Facile Preparation and Chemical Transformations of Spirocyclopropane??Annelated Heterocycles

…, T Labahn, K Rauch, M Es??Sayed…

Index: De Meijere, Armin; Kuchuk, Ilya D.; Sokolov, Viktor V.; Labahn, Thomas; Rauch, Karsten; Es-Sayed, Mazen; Kraemer, Thomas European Journal of Organic Chemistry, 2003 , # 6 p. 985 - 997

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Citation Number: 12

Abstract

Abstract A productive approach has been developed to spirocyclopropane-annelated 1, 4- benzoxathiane 17 (85%), 1, 4-benzothiazines 20− 22 (56− 88%) and 1, 4-benzoxazines 25, 26 (55− 71%), through Michael additions of binucleophilic o-hydroxythiophenol 15, o- aminothiophenols 8 and o-hydroxysulfanilides 23 onto methyl and tert-butyl 2-chloro-2- cyclopropylideneacetates (1-Me, 1-tBu), followed by ring closure in the intermediate of ...