21134-15-6Relevant articles and documents
Rhodium-catalyzed direct ortho-alkenylation of phenyl sulfones with alkynes utilizing sulfonyl function as modifiable directing group
Nobushige, Kazunori,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
, p. 6506 - 6512 (2015)
Abstract The ortho-selective alkenylation of phenyl sulfones with alkynes proceeds effectively in the presence of a cationic Cp?-rhodium(III) catalyst together with an appropriate carboxylic acid involving regioselective C-H bond cleavage directed by the sulfonyl function. An (ortho-alkenylated phenyl) methyl sulfone prepared by this hydroarylation method undergoes palladium-catalyzed α-arylation and subsequent diastereoselective cyclization to directly produce the corresponding thiochromane 1,1-dioxide derivatives.
A general and efficient protocol for the synthesis of biaryl ethers from aryl silyl ethers using Cs2CO3
Cui, Sun-Liang,Jiang, Zhi-Yong,Wang, Yan-Guang
, p. 1829 - 1831 (2007/10/03)
A general and efficient one-step procedure has been developed for the synthesis of biaryl ethers via direct coupling of electron-deficient arylhalides or aryl triflates to aryl t-butyldimethylsilyl (TBS) ethers using Cs 2CO3. The protocol was also applied to electron-rich arylhalides by addition of a catalytic amount of copper(I) iodide. The reaction is rapid and provides good to excellent yields.
Transsulfonylation between Aromatic Sulfones and Arenes.
El-Khawaga, Ahmed M.,Roberts, Royston M.
, p. 3334 - 3336 (2007/10/02)
Transsulfonylation between various aromatic and arenes catalyzed by triflic acid at 150 deg C are described.The structural requirements for the occurence of the transsulfonylations are shown to be similar to those for the transacylations that were described earlier.However, in view of the inherent differences in the properties of aromatic ketones and sulfones with respect to conjugation of the carbonyl and sulfonyl groups with the aromatic ring, a different rationale for the transsulfonylation reactions is offered.A mechanism is suggested that rationalizes the similar structural requirements for transacylations in terms of steric relief of strain in the reactions of certain ketones and sulfones.