910875-07-9Relevant articles and documents
Silylarene Hydrogenation: A Strategic Approach that Enables Direct Access to Versatile Silylated Saturated Carbo- and Heterocycles
Wiesenfeldt, Mario P.,Knecht, Tobias,Schlepphorst, Christoph,Glorius, Frank
supporting information, p. 8297 - 8300 (2018/06/29)
We report a method to convert readily available silylated arenes into silylated saturated carbo- and heterocycles by arene hydrogenation. The scope includes alkoxy- and halosilyl substituents. Silyl groups can be derivatized into a plethora of functionalities and find application in organic synthesis, materials science, and pharmaceutical, agrochemical, and fragrance research. However, silylated saturated (hetero-) cycles are difficult to access with current technologies. The yield of the hydrogenation depends on the amount of the silica gel additive. This silica effect also enables a significant improvement of a previously disclosed method for the hydrogenation of highly fluorinated arenes (e.g., to all-cis-C6H6F6).
Cobalt-catalyzed borylation of aryl halides and pseudohalides
Yao, Wubing,Fang, Huaquan,Peng, Sihan,Wen, Huanan,Zhang, Lei,Hu, Aiguo,Huang, Zheng
supporting information, p. 1559 - 1564 (2016/06/09)
We report the first Co-catalyzed borylation of aryl halides and pseudohalides with bis(pinacolato)diboron (B2pin2). The synthesis of two new Co(II) complexes of oxazolinylferrocenylphosphine ligands is described. Upon activation with LiMe, the Co complex catalyzes the borylation reactions of aryl bromides, iodides, sulfonates, arenediazonium salts, and even aryl chlorides under mild conditions, providing the borylated products in excellent to moderate yields and with high functional group tolerance.
Ambient-temperature cobalt-catalyzed cycloaddition strategies to aromatic boronic esters
Auvinet, Anne-Laure,Harrity, Joseph P. A.,Hilt, Gerhard
supporting information; experimental part, p. 3893 - 3896 (2010/08/06)
Figure presented The room-temperature cobalt-catalyzed [4 + 2] cycloaddition of alkynylboronates and 1,3-dienes provides a convenient and general method for the synthesis of benzene-based aromatic boronic esters. Two complementary aromatization strategies involving in situ elimination and DDQ oxidation were explored, with the latter finding more generality. Finally, the potential of this technique to generate highly functionalized biaryls has been demonstrated via the synthesis of chiral (racemic) DMAP catalysts.