Diastereoselective synthesis of ethyl (Z)-3-(8-methylimidazo-[1,2-a]pyrid-2-yl)-2-phenylthioacrylate. X-ray crystal structure and conformational analysis

(E)-3-(4-Chlorophenyl)-3-cyclopropyl-2-(phenylthio)acrylonitrile

“…Also, these readily accessible gem-functionalized vinyl sulfides are useful intermediates in the synthesis of sulfonamides, which are of great interest in cardiovascular pharmacology. (7) and 102.1 (5) ° (Samdal, Seip & Torgrimsen, 1979), 1.752(2) and 1.793 (3),~,, and 124.9(2) and 100.1 (1) ° (M6tin, Roche, Veschambre & Madesclaire, 1992), and 1.755 (2) and 1.768 (2) ~,, and 123.2 (1) and 103.0 (1) ° (Gautier et al, 1995).…”

“…In addition, certain unsaturated sulfides, particularly vinyl sulfides, have been found to have significant negative inotropic activities (Gautier, Roche, M6tin, Carpy & Madesclaire, 1995) and have also displayed useful biological activities as pesticides, bactericides (Erhardt, Ertel, Mildenberger, Sachse & Hartz, 1979) and oxygen-radical scavengers (Duroux, Roche & Madesclaire, 1991). Knowledge of the exact configuration of the Z and E diastereoisomers was required to conduct a pharmacological study and establish structure-activity relationships.…”