250603-10-2Relevant articles and documents
Differentially protected benzenediboronic acids: Divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes
Noguchi, Hiroyoshi,Shioda, Takayuki,Chou, Chih-Ming,Suginome, Michinori
, p. 377 - 380 (2008/09/19)
On the basis of the boron-masking strategy, new divalent cross-coupling modules have been designed for the efficient synthesis of boronsubstituted oligoarenes. The modules, i.e., monoprotected o-, m-, and p-benzenediboronic acid derivatives, undergo highly selective SuzukiMiyaura coupling with sp 2 iodides, bromides, chlorides, and triflates, affording coupling products in which the protected boronyl groups are left intact.
Deprotection of pinacolyl boronate esters by transesterification with polystyrene-boronic acid
Pennington, Thomas E.,Kardiman, Cynantya,Hutton, Craig A.
, p. 6657 - 6660 (2007/10/03)
A mild, efficient method for the deprotection of pinacolyl organoboronate esters is described. Treatment of the organoboronate ester with excess polystyrene-boronic acid followed by filtration and evaporation of the solvent provides the corresponding organoboronic acid. Mild deprotection of pinacolyl boronate esters to the corresponding boronic acids was achieved in the presence of excess polystyrene-boronic acid via a transesterification process. The procedure allows for the cleavage of pinacolyl boronate esters in the presence of sensitive functional groups. Crown Copyright