1369625-85-3Relevant academic research and scientific papers
Twofold unsymmetrical C-H functionalization of PyrDipSi-substituted arenes: A general method for the synthesis of substituted meta-halophenols
Sarkar, Dhruba,Melkonyan, Ferdinand S.,Gulevich, Anton V.,Gevorgyan, Vladimir
, p. 10800 - 10804 (2013/10/22)
And the world is your oyster Sequential halogenation/oxygenation reactions of 2-diisopropylsilylpyrimidine-substituted arenes provide a general and efficient synthesis of substituted meta-halophenols from simple aryl iodides (see scheme; Piv=pivaloyl). The products are poised to undergo diverse C-C, C-N, and C-O bond-forming reactions that enable the transformation of their framework and the introduction of valuable functionalities. Copyright
Double-fold C-H oxygenation of arenes using PyrDipSi: A general and efficient traceless/modifiable silicon-tethered directing group
Gulevich, Anton V.,Melkonyan, Ferdinand S.,Sarkar, Dhruba,Gevorgyan, Vladimir
supporting information; experimental part, p. 5528 - 5531 (2012/05/20)
The efficient Pd-catalyzed double-fold C-H oxygenation of arenes into resorcinols using the newly developed 2-pyrimidyldiisopropylsilyl (PyrDipSi) directing group is described. Its use allows for the sequential introduction of OAc and OPiv groups in a one-pot manner to produce orthogonally protected resorcinol derivatives. The PyrDipSi group is superior to the previously developed 2-pyridyldiisopropylsilyl (PyDipSi) group, as it is efficient for monooxygenation of ortho-substituted arenes. Notably, the PyrDipSi group can be easily installed into arene molecules and can be easily removed or modified after the oxygenation reaction.
