1579852-47-3Relevant articles and documents
Salicylic acids as readily available starting materials for the synthesis of meta-substituted biaryls
Luo, Junfei,Preciado, Sara,Larrosa, Igor
supporting information, p. 3127 - 3130 (2015/04/14)
Salicylic acids are shown to be readily available and versatile starting materials that easily undergo a tandem arylation-protodecarboxylation process under Pd-catalysis. The corresponding meta-arylphenols can subsequently be easily transformed into a variety of meta-functionalized biaryls, highlighting the versatility of this approach to access this structural motif.
Overriding ortho-para selectivity via a traceless directing group relay strategy: The meta-selective arylation of phenols
Luo, Junfei,Preciado, Sara,Larrosa, Igor
supporting information, p. 4109 - 4112 (2014/04/03)
The direct functionalization of phenols at the ortho and para position is generally facilitated by the electron-donating nature of the hydroxyl group. Accessing meta-functionalized phenols from the parent phenols, on the other hand, generally requires lengthy synthetic sequences. Here, we report the first methodology for the one-pot direct meta-selective arylation of phenols. This methodology is based on a traceless directing group relay strategy. In this process carbon dioxide is used as a transient directing group which facilitates a palladium catalyzed arylation meta to the phenol hydroxyl group with iodoarenes. This transformation proceeds with complete meta-selectivity and is compatible with a variety of functional groups both in the phenol and in the iodoarene coupling partner.
