15314-17-7Relevant academic research and scientific papers
Tellurium-zinc exchange reaction. A new preparative method of alkenylzinc reagents
Terao, Jun,Kambe, Nobuaki,Sonoda, Noboru
, p. 4741 - 4744 (1996)
Alkenyl tellurides were converted to the corresponding alkenylzinc compounds by the reaction with diethylzinc. The exchange reaction proceeds efficiently in THF at room temperature with retention of the stereochemistry of the starting tellurides. The successive reaction of the formed alkenylzinc with 4-iodotoluene in the presence of Pd(PPh3)4 afforded a cross-coupling product as a single stereoisomer.
Iron(II)-Catalyzed Heck-Type Coupling of Vinylarenes with Alkyl Iodides
Xiong, Haigen,Li, Yajun,Qian, Bo,Wei, Rongbiao,Van Der Eycken, Erik V.,Bao, Hongli
supporting information, p. 776 - 779 (2019/01/30)
An iron(II)-catalyzed radical alkyl Heck-type reaction of alkyl iodides with vinylarenes under mild conditions has been reported. t-Butyl peroxybenzoate (TBPB) behaves simultaneously as a radical relay initiator, a precursor for the generation of alkyl ra
Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
Vila, Carlos,Giannerini, Massimo,Hornillos, Valentin,Fananas-Mastral, Martin,Feringa, Ben L.
, p. 1361 - 1367 (2014/03/21)
Palladium-catalysed cross-coupling of secondary C(sp3) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C-C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.
