Newer methods of arylation

Synthesis of silica-supported poly-ω-(methylseleno)undecylsiloxane palladium(0) complex and its catalytic properties for Heck arylation of alkenes

“…The palladium-catalyzed arylation of alkenes, the Heck reaction, provides a very convenient method for forming carbon carbon bonds at an unsubstituted vinylic position and has found wide application in organic synthesis [1,2]. It is a homogeneous reaction, generally using palladium compounds such as Pd(OAc) 2 as catalysts.…”

Steering Reaction Pathways: From Benzyl Claisen Rearrangements to Powerful Ionic Shifts

“…The rearrangement proved to be tolerant to the presence of varied substituents on the aromatic ring, affording the desired a-arylated lactones 6 a-6 e in moderate yields. Indeed, the transformations in Scheme 3 conceptually represent rare metalfree a-arylation reactions of lactones, [11] delivering compounds with peculiar aromatic substitution patterns that would not be straightforward to prepare by other routes.…”

Total Synthesis of Hirsutellone B

“…The structure of 5 was determined by NMR spectroscopic means and was confirmed unambiguously through X-ray crystallographic analysis of its carbamate derivative 12 [10] Having reached the tricyclic core 5 of the hirsutellone molecule, its further elaboration to macrocyclic sulfone 3 became our next objective. Scheme 2 details the conversion of 5 to 3 through a sequence that involved a Barton etherification, [11] a cascade-based selective functionalization of a diol, and a macrocyclization. Thus, hydroxy methyl ester 5 was reacted with pTol 4 BiF in the presence of Cy 2 NEt and catalytic amounts of Cu(OAc) 2 according to the improved etherification protocol of Mukaiyama et.…”