Addition of Thiols to Phenylselenoalkynes using KF/Alumina under Solvent-Free Conditions

作者:Lara Renata G; Borges Elton L; Lenardao Eder J; Alves Diego; Jacob Raquel G; Perin Gelson*
来源:Journal of the Brazilian Chemical Society, 2010, 21(11): 2125-2129.
DOI:10.1590/S0103-50532010001100014

摘要

We present herein the results of a simple and efficient protocol for the hydrothiolation of phenylselenoalkynes promoted by KF/Al(2)O(3) using solvent-free conditions. This improved method furnishes selectively the corresponding (Z)-1-phenylseleno-2-organylthio-1-alkenes in reasonable to good yields starting from selenoalkynes and aliphatic or aromatic thiols. The presence of the phenylselenium group in the alkyne directed the regiochemistry of the thiol addition. The catalytic system can be reused up to 4 times without previous treatment.

  • 出版日期2010