Palladium-catalyzed, ligand-free S N 2’ substitution reactions of organoaluminum with propargyl acetates for the synthesis of multi-substituted allenes

Palladium(ii)-catalyzed 1,3-heteroaryl acyloxylation of propargylic electrophiles

“…18 They can act as allene precursors in transition metal-catalyzed cross-coupling with various nucleophiles. 19 Additionally, propargylic esters can undergo 1,3-acyloxy migration triggered by a gold catalyst. 20 The resulting allene–gold complex readily undergoes anti -attack of the nucleophiles (Wacker-type pathway), allowing for great structural diversity in excellent stereo-control (Scheme 1C).…”

Ligand free, copper catalyzed coupling reaction of aryl aluminum reagents with aryl thiosuccinimides

“…Previous studies show that organoaluminum reagents are highly e cient nucleophiles for cross-coupling reactions with organic halides [26][27][28][29] , and the investigations have demonstrated that copper is a good catalytic metal [30] . To continue our effort to develop cross-coupling reactions using reactive organoaluminum reagents [31][32][33][34][35][36][37][38][39][40][41][42][43][44] , we herein report a copper(I)-catalyzed, base and ligand free crosscoupling reactions of aryl aluminum reagents with aryl thiosuccinimides at 60 o C in short reaction time with 34-68% isolated yields for aryl sul des. The process was simple and easily performed, and it provides an e cient method for the synthesis of aryl sul des derivatives.…”

Rapid and Effective Synthesis of α-Acyloxy-α-alkynyltrimethylsilanes

“…Finally, compound 3a was engaged in palladium-catalyzed allene formation with trimethylaluminum using the conditions reported by Li and co-workers . The reaction afforded 10 in 74% yield.…”