The generalization of the Ag-enabled DCC-arylation is outlined in Table . In consultation with our pharma collaborators, a vast range of functionality relevant to medicinal chemistry campaigns were curated and benchmarked against contemporaneous decarboxylative arylation methods. Selection criteria for substrates were biased towards historically challenging coupling partners and pharmacophores of high interest. A diverse array of both arene and RAE subunits were evaluated and the arenes can be segregated into four categories: (1) substituted benzenes, (2) 6-membered heterocycles, (3) five membered heterocycles, and (4) fused heterocycles. Across these four categories a variety of alkyl components were evaluated and include primary, secondary, strained tertiary, and alpha-heteroatom redox active esters.