I found the field of Chemistry very interesting. Saw the article Sulphide as a leaving group: highly stereoselective bromination of alkyl phenyl sulphides published in 2019.0. Category: esters-buliding-blocks, Reprint Addresses Adamo, MFA; Ibrahim, H (corresponding author), Royal Coll Surgeons Ireland, CSCB, Dept Chem, 123 St Stephens Green, Dublin 2, Ireland.. The CAS is 103-26-4. Through research, I have a further understanding and discovery of Methyl 3-phenyl-2-propenoate
A conceptionally novel nucleophilic substitution approach to synthetically important alkyl bromides is presented. Using molecular bromine (Br-2), readily available secondary benzyl and tertiary alkyl phenyl sulphides are converted into the corresponding bromides under exceptionally mild, acid- and base-free reaction conditions. This simple transformation allows the isolation of elimination sensitive benzylic beta-bromo carbonyl and nitrile compounds in mostly high yields and purities. Remarkably, protic functionalities such as acids and alcohols are tolerated. Enantioenriched benzylic beta-sulphido esters, readily prepared by asymmetric sulpha-Michael addition, produce the corresponding inverted bromides with high stereoselectivities, approaching complete enantiospecificity at -40 degrees C. Significantly, the reported benzylic beta-bromo esters can be stored without racemisation for prolonged periods at -20 degrees C. Their synthetic potential was demonstrated by the one-pot preparation of gamma-azido alcohol (S)-5 in 90% ee. NMR studies revealed an initial formation of a sulphide bromine adduct, which in turn is in equilibrium with a postulated dibromosulphurane intermediate that undergoes C-Br bond formation.
Welcome to talk about 103-26-4, If you have any questions, you can contact Canestrari, D; Cioffi, C; Biancofiore, I; Lancianesi, S; Ghisu, L; Ruether, M; O’Brien, J; Adamo, MFA; Ibrahim, H or send Email.. Category: esters-buliding-blocks
Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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