5394-88-7Relevant academic research and scientific papers
Suzuki-Miyaura coupling of simple ketones via activation of unstrained carbon-carbon bonds
Xia, Ying,Wang, Jianchun,Dong, Guangbin
supporting information, p. 5347 - 5351 (2018/05/03)
Here, we describe that simple ketones can be efficiently employed as electrophiles in Suzuki-Miyaura coupling reactions via catalytic activation of unstrained C-C bonds. A range of common ketones, such as cyclopentanones, acetophenones, acetone and 1-indanones, could be directly coupled with various arylboronates in high site-selectivity, which offers a distinct entry to more functionalized aromatic ketones. Preliminary mechanistic study suggests that the ketone α-C-C bond was cleaved via oxidative addition.
The catalytic Friedel-Crafts acylation reaction starting from aromatic compounds and free carboxylic acids (or their trimethylsilyl esters) by promotion of silicon (IV) cationic species via mixed anhydrides
Suzuki,Kitagawa,Mukaiyama
, p. 3729 - 3734 (2007/10/02)
In the presence of active cationic species generated from silicon(IV) chloride and silver perchlorate, carboxylic acids or their trimethylsilyl esters react with p-trifluoromethylbenzoic anhydride to form corresponding mixed anhydrides in situ. Then the catalytic Friedel-Crafts acylation reaction between initially formed mixed anhydrides and coexisted aromatic compounds smoothly proceeds at room temperature to afford the corresponding aromatic ketones in high yields. The above two sequential reactions are effectively promoted by the active silicon(IV) catalyst under mild conditions.
An Efficient Catalytic Friedel-Crafts Acylation Reaction of Equimolar Amounts of Aromatic Compounds and Free Carboxylic Acids or Their Trimethylsilylesters via Mixes Anhydrides
Mukaiyama, Teruaki,Suzuki, Kaoru
, p. 1751 - 1754 (2007/10/02)
In the presence of an active catalyst generated from SiCl4 and AgClO4, the Friedel-Crafts acylation reaction between equimolar amount of aromatic compounds and mixed anhydrides, formed in situ from free carboxylic acids (or their trimethylsilylesters) and p-trifluoromethylbenzoic anhydride, smoothly proceeds at room temperatureto afford the corresponding aromatic ketones in high yields.
The catalytic Friedel-Crafts acylation reaction and the catalytic Beckmann rearrangement promoted by a Gallium(III) or an antimony(V) cationic species
Harada,Ohno,Kobayashi,Mukaiyama
, p. 1216 - 1220 (2007/10/02)
The catalytic Friedel-Crafts acylation reaction and the catalytic Beckmann rearrangement are successfully carried out by using the active cationic species dichlorogallium(III) perchlorate and tetrachloroantimonium(V) hexafluoroantimonate(V), respectively, which were generated in situ from appropriate silver, gallium(III) or antimony(V) salts.
The Catalytic Friedel-Crafts Acylation Reaction Using a Catalyst Generated from GaCl3 and a Silver Salt
Mukaiyama, Teruaki,Ohno, Takashi,Nishimura, Takashi,Suda, Shinji,Kobayashi, Shu
, p. 1059 - 1062 (2007/10/02)
In the presence of a catalyst generated from GaCl3 and a silver salt (AgClO4 or AgSbF6), the Friedel-Crafts acylation reaction of aromatic compounds such as anisole and veratrole with acid anhydrides smoothly proceeds to afford the corresponding aromatic ketones in high yields.
THE DIPHENYLBORYL HEXACHLOROANTIMONATE PROMOTED FRIEDEL-CRAFTS ACYLATION REACTION
Mukaiyama, Teruaki,Nagaoka, Hitoshi,Ohshima, Masahiro,Murakami, Masahiro
, p. 165 - 168 (2007/10/02)
In the presence of a catalytic amount of diphenylboryl hexachloroantimonate(Ph2BSbCl6), acid chlorides or acid anhydrides react smoothly with aromatic compounds such as anisole and veratrole to give the corresponding aromatic ketones in good yields under mild conditions.Diphenylboryl hexachloroantimonate also activates acyl enolates in the Friedel-Crafts acylation reaction to give the aromatic ketones in good yields under almost neutral conditions.
