A Search for Unambiguous Vinylic SRN1 Reactions

…, P Gentili, A Guarnieri, M Beit??Yannai…

Index: Annunziata, Alfonso; Galli, Carlo; Gentili, Patrizia; Guarnieri, Alessandra; Beit-Yannai, Michal; Rappoport, Zvi European Journal of Organic Chemistry, 2002 , # 13 p. 2136 - 2143

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Citation Number: 8

Abstract

Abstract In a search for unambiguous examples of the vinylic S RN 1 route, vinyl bromides Ph (CH 3) C= CHBr (10), Ph 2 C= CHBr (15), An 2 C= C (Br) An (18) and An 2 C= CBr 2 (20) were treated with Me 3 CCOCH 2− under photostimulation conditions in Me 2 SO, whereas substrates PhCH= CHBr (2), Ph 2 C= C (Br) Ph (3), 10 and 15 were similarly allowed to react with PhS− and PhCH 2 S−. With the strongly basic enolate ion, the prevailing reactions ...