Cyclocarbopalladation/cross-coupling cascade reactions in sulfide series: access to sulfur heterocycles
Thomas Castanheiro1, Morgan Donnard, Mihaela Gulea
1Laboratoire d'Innovation Thérapeutique, UMR 7200 CNRS-Unistra, Faculté de Pharmacie, Université de Strasbourg , 74 Route du Rhin, Illkirch, France.
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.
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