19182-94-6Relevant articles and documents
Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates
Hui, Zi,Jiang, Songwei,Qi, Xiang,Ye, Xiang-Yang,Xie, Tian
, (2020/05/18)
The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.
Organoaluminum-Promoted Rearrangement of Allyl Phenyl Ethers
Maruoka, Keiji,Sato, Junko,Banno, Hiroshi,Yamamoto, Hisashi
, p. 377 - 380 (2007/10/02)
The Claisen rearrangement of allyl phenyl ethers with exceptionally bulky, oxygenophilic methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (reagent A) is found to exhibit an unusual behavior not observable in the ordinary thermal and Lewis acid-induc
CATALYSIS OF THE CYCLOHEXADIENONE-PHENOL REARRANGEMENT BY A LEWIS-ACIDIC CLAY SYSTEM
Chalais, Stephane,Laszlo, Pierre,Mathy, Arthur
, p. 2627 - 2630 (2007/10/02)
The Fe(3+)-doped acidic K10 clay accelerates greatly, by factors of 105-106, the title reaction.These rearrangements thus occur in a few minutes at room temperature, according to and pathways.