224191-89-3Relevant academic research and scientific papers
The first allylation of esters by an allylsilane: One-pot domino synthesis of triallylmethane derivatives
Bandi, Chenna Kesava Reddy,Belostotskii, Anatoly,Hassner, Alfred
, p. 2661 - 2670 (2014)
We report the first successful allylation of aromatic esters by allyltrimethylsilane. The reaction is mediated by 0.3-1.0equiv. of titanium tetrachloride (TiCl4) at room temperature and leads in a multi-step, one-pot reaction to quaternary triallylmethane derivatives 5. The most efficient ester possessed two ortho-methoxy substituents on the phenol ring. Molecular modelling revealed the ability of this compound to form a bidentate titanium complex, thus improving the steric accessibility of the ester carbonyl to nucleophilic attack.
Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation
Saito, Kodai,Umi, Taishi,Yamada, Takayuki,Suga, Takuya,Akiyama, Takahiko
supporting information, p. 1767 - 1770 (2017/03/09)
The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.
Fast and scalable route to aryl polyallyl dendrons and dendrimers
Nlate, Sylvain,Plault, Lauriane,Felpin, Francois-Xavier,Astruc, Didier
supporting information; experimental part, p. 1419 - 1424 (2009/06/18)
In the quest for general and efficient synthetic procedures for dendrons and dendrimers, allylphenol, allylnaphthol and 6-bromonaphthalene AB3 dendrons have been successfully prepared on a large-scale by a rapid and clean route starting from commercially available esters and allyl bromide. In contrast to the known organoiron strategy, the above-mentioned methodology enables the large-scale synthesis of AB3 dendrons in only two days.
Activation of aryl ethers and aryl sulfides by the Fe(η5-C5H5)+ group for the synthesis of phenol dendrons and arene-centered poly-olefin dendrimers
Sartor, Valerie,Nlate, Sylvain,Fillaut, Jean-Luc,Djakovitch, Laurent,Moulines, Francoise,Marvaud, Valerie,Neveu, Frederic,Blais, Jean-Claude,Letard, Jean-Francois,Astruc, Didier
, p. 351 - 370 (2007/10/03)
Organo-iron mediated syntheses of dendrons and dendrimers are described. The reaction of [FeCp(η6-p-EtOC6H4Me)][PF6], 1, with Bu(t)OK or KOH and allyl bromide in THF gives both the triallylation of the acidic Me
