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Synthesis of Sulfones

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In a palladium catalyzed Negishi-type α-arylation of sulfones and sulfonamides with a broad range of aryl bromides, the substrates are selectively metalated in situ with tmp·ZnCl·LiCl base and cross-coupled in the presence of a catalyst system that is generated from Pd(dba)2 and XPhos.
T. Knauber, J. Tucker, J. Org. Chem., 2016, 81, 5636-5648.


Ni-catalyzed stereoconvergent Negishi arylations and alkenylations of racemic α-bromosulfonamides and -sulfones furnish cross-coupling product in very good ee and yield for an array of reaction partners. Mechanistic studies are consistent with the generation of a radical intermediate.
J. Choi, P. Martín-Gago, G. C. Fu, J. Am. Chem. Soc., 2014, 136, 12161-12165.


Selectfluor-promoted cascade cyclizations and cross-coupling reactions provide either 2,5-diacylthiophenes or β-acyl allylic methylsulfones from readily available starting materials by simple solvent modification. The transformations offer excellent chemoselectivity, and good functional group tolerance.
H. Lu, J. Chen, W. Zhou, L. Peng, S.-F. Yin, N. Kambe, R. Qiu, Org. Lett., 2023, 25, 389-394.