title: Cyclocarbopalladation/cross-coupling cascade reactions in sulfide series: access to sulfur heterocycles.
abstract: Cyclocarbopalladation/cross-coupling cascade reactions were applied for the first time in a sulfur series and represent an efficient route to access sulfur heterocycles. Stille or Suzuki-Miyaura cross-coupling was successfully used as the final reaction. The products are original benzothiolane and isothiochromane scaffolds with a stereodefined tetrasubstituted exocyclic double bond. To illustrate the application of this method to the synthesis of bioactive molecules, a sulfur analogue of the anticancer agent tamoxifen was prepared as a potential selective estrogen-receptor modulator.
authors.affiliation: Laboratoire d'Innovation Thérapeutique, UMR 7200 CNRS-Unistra, Faculté de Pharmacie, Université de Strasbourg , 74 Route du Rhin, Illkirch, France.
authors.forename: Thomas
authors.initials: T
authors.lastname: Castanheiro
authors.forename: Morgan
authors.initials: M
authors.lastname: Donnard
authors.forename: Mihaela
authors.initials: M
authors.lastname: Gulea
authors.forename: Jean
authors.initials: J
authors.lastname: Suffert
mesh_terms: D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D006571:Heterocyclic Compounds; D013438:Sulfhydryl Compounds; D013440:Sulfides; D010165:Palladium