5751-32-6Relevant articles and documents
Olefination with Sulfonyl Halides and Esters: Scope, Limitations, and Mechanistic Studies of the Hawkins Reaction
Górski, Bartosz,Talko, Alicja,Basak, Tymoteusz,Barbasiewicz, Micha?
, p. 1756 - 1759 (2017)
Carbanions of alkanesulfonyl halides and esters react with nonenolizable carbonyl compounds to give olefins. Mechanistic studies reveal that initial aldol-type addition of the carbanions is followed by cyclization-fragmentation to alkenes, and the leaving group on the sulfonyl moiety (RSO2X) controls carbanion stability and rate of the olefin formation.
S,O-ligand-promoted palladium-catalyzed C–H olefination of arenes with allylic substrates
Naksomboon, Kananat,álvarez-Casao, Yolanda,Uiterweerd, Michiel,Westerveld, Nick,Maciá, Beatriz,Fernández-Ibá?ez, M. ángeles
supporting information, p. 379 - 382 (2017/12/28)
An efficient catalytic system for the C–H olefination of arenes with different allylic substrates is reported. The catalytic system is based on Pd(OAc)2 and a readily accessible bidentate S,O-ligand. The methodology shows high activity with a wide range of arenes, including bulky and, electron-rich and -poor arenes. The applicability of this catalyst is demonstrated in the late-stage functionalization of the complex molecule O-methylestrone.
A palladium NNC-pincer complex: An efficient catalyst for allylic arylation at parts per billion levels
Hamasaka, Go,Sakurai, Fumie,Uozumi, Yasuhiro
supporting information, p. 3886 - 3888 (2015/03/04)
Allylic arylation of allylic acetates by sodium tetraarylborates in the presence of ppb to ppm (molar) loadings of a palladium NNC-pincer complex catalyst in methanol at 50°C gave the corresponding arylated products in excellent yields. Total turnover numbers of up to 500 000 000 and turnover frequencies of up to 11 250 000 h-1 were achieved.