ChemInform Abstract: Rhodium‐Catalyzed ortho Acylation of Aromatic Carboxylic Acids.

Abstract

Rhodium-Catalyzed ortho Acylation of Aromatic Carboxylic Acids. -The catalyst [Rh(cod)Cl]2 is found to direct the acylation of benzoic acids with anhydrides into the ortho position. Combined with subsequent decarboxylation ketones of type (IV) can be obtained. Interestingly, the use of Boc2O as anhydride yields diarylketones as esters (VII) after alkylation. -(MAMONE, P.; DANOUN, G.; GOOSSEN*, L. J.; Angew. Chem., Int. Ed. 52 (2013) 26, 6704-6708, http://dx.

A decarboxylative approach for regioselective hydroarylation of alkynes

“…Although the strategy of utilizing carboxyl functionality as a removable ortho-directing group has been reported as part of a tandem sequence or in a separate step [35][36][37][38][39][40][41][42][43][44][45][46][47] , the decarboxylative C-H alkenylation with alkynes has not been reported. The dominant majority of the reported decarboxylative C-H functionalization processes require high reaction temperatures (130-170°C) and stoichiometric Ag(I) or Cu(II) salts to promote decarboxylation.…”