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

Full Text: HTML

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 ...

Related Articles:

Bromination of Organic Molecules with Polymer-Supported Bromine Complexes

[Zupan; Segatin Synthetic Communications, 1994 , vol. 24, # 18 p. 2617 - 2626]

H-β-zeolite catalyzed synthesis of β-bromostyrenes from styrene bromohydrins

[Pappula, Venkatanarayana; Donthiri, Ramachandra Reddy; Darapaneni, Chandra Mohan; Subbarayappa, Adimurthy Tetrahedron Letters, 2014 , vol. 55, # 10 p. 1793 - 1795]

A new entry of highly nucleophilic CHBr 3–TiCl 4–Mg system for the stereoselective synthesis of 1-alkenyl bromides

[Bhorge, Yeshwant Ramchandra; Chang, Su-Haur; Chang, Cheng-Ta; Yan, Tu-Hsin Tetrahedron, 2012 , vol. 68, # 24 p. 4846 - 4851]

Dehydrohalogenation of vic-dihaloalkanes over silica gel

[Suarez, Angela R.; Mazzieri, Maria R. Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 1145 - 1147]

The preparation and lithiation of 3, 3-Diphenyl-1, 1, 2-tribromocyclopropane

[Li, Gang; Warner, Philip M. Tetrahedron Letters, 1995 , vol. 36, # 47 p. 8573 - 8576]

More Articles...