jo102359n_si_001.cif (18.42 kB)

Palladium-Catalyzed Conjugate Addition to Electron-Deficient Alkynes with Benzenesulfinic Acid Derived from 1,2-Bis(phenylsulfonyl)ethane: Selective Synthesis of (E)-Vinyl Sulfones

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posted on 04.02.2011, 00:00 by Ren-Jie Song, Yu Liu, Yan-Yun Liu, Jin-Heng Li
A new, selective method for the synthesis of (E)-vinyl sulfones is presence by palladium-catalyzed C−S bond cleavage/conjugate addition. In the presence of Pd(OAc)2 and DMEDA (N1,N2-dimethylethane-1,2-diamine), 1,2-bis(phenylsulfonyl)ethane underwent the C−S bond cleavage, followed by conjugate addition to numerous electron-deficient alkynes afforded the corresponding (E)-vinyl sulfones in moderate to good yields.