64664-07-9Relevant academic research and scientific papers
Carboxylic Acid Promoted, Redox-Neutral Ru-Catalyzed C?H Allylation of Aromatic Ketones
Beeralingappa, Nagabhushana C.,Dethe, Dattatraya H.,Dherange, Balu D.
supporting information, p. 4611 - 4615 (2021/09/10)
A redox-neutral, carboxylic acid promoted, [RuCl2(p-cymene)]2 catalyzed, weakly coordinating, carbonyl assisted C?H allylation of aromatic ketones has been developed. The beneficial effect of carboxylic acid on the ruthenium catalyst towards C?H allylation of aromatic ketones has been further explored, using commercially available allyl acetate under mild reaction conditions. In addition, this method requires redox-neutral reaction conditions, easily accessible starting materials, and shows excellent functional group compatibility.
Manganese-Catalyzed Aromatic C-H Allylation of Ketones
Ali, Shaukat,Huo, Jiaqi,Wang, Congyang
supporting information, p. 6961 - 6965 (2019/09/30)
Manganese-catalyzed aromatic C-H allylation of ketones is reported. The reaction proceeded in a monoselective allylation manner to provide various ortho C-H allylated ketones in high yields. With challenging allylic electrophiles bearing substituents at t
Weinreb Amide Directed Versatile C?H Bond Functionalization under (η5-Pentamethylcyclopentadienyl)cobalt(III) Catalysis
Kawai, Kentaro,Bunno, Youka,Yoshino, Tatsuhiko,Matsunaga, Shigeki
supporting information, p. 10231 - 10237 (2018/07/29)
The (η5-pentamethylcyclopentadienyl)cobalt(III) (Cp*CoIII)-catalyzed C?H bond functionalization of aromatic, heteroaromatic, and α,β-unsaturated Weinreb amides was explored. C?H allylation reactions with the use of allyl carbonate and a perfluoroalkene, oxidative alkenylation reactions with the use of ethyl acrylate, iodination reactions with the use of N-iodosuccinimide, and amidation reactions with the use of dioxazolones were catalyzed by Cp*Co(CO)I2 in the presence of a cationic Ag salt and AgOAc to afford various synthetically useful building blocks. Mechanistic studies of the C?H allylation disclosed that the C?H activation step was rate determining and virtually irreversible.
Weakly Coordinating, Ketone-Directed Cp?Co(III)-Catalyzed C-H Allylation on Arenes and Indoles
Sk, Md Raja,Bera, Sourav Sekhar,Maji, Modhu Sudan
supporting information, p. 134 - 137 (2018/01/17)
Weakly coordinating, ketone-directed, regioselective monoallylation of arenes and indoles is reported using a stable and cost-effective high-valent cobalt(III)-catalyst to access several important molecular building blocks. The allylation proceeds smoothl
Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis
Akram, Manjur O.,Mali, Pramod S.,Patil, Nitin T.
supporting information, p. 3075 - 3078 (2017/06/23)
A method for the cross-coupling reactions of aryldiazonium salts with trialkylallylsilanes via merged gold/photoredox catalysis is described. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(III) intermediate that undergoes transmetalation with allyltrimethylsilane to form allylarenes.
Manganese(I)-Catalyzed Substitutive C?H Allylation
Liu, Weiping,Richter, Sven C.,Zhang, Yujiao,Ackermann, Lutz
supporting information, p. 7747 - 7750 (2016/07/07)
The first manganese(I)-catalyzed C?H allylations with ample scope were achieved by carboxylate assistance. The highly selective C?H/C?O functionalizations proved viable with densely substituted allyl carbonates, and the organometallic C?H allylation strategy set the stage for expedient late-stage diversification with excellent levels of positional selectivity.
Nickel(0)-catalyzed intramolecular reductive coupling of alkenes and aldehydes or ketones with hydrosilanes
Hayashi, Yukari,Hoshimoto, Yoichi,Kumar, Ravindra,Ohashi, Masato,Ogoshi, Sensuke
, p. 6237 - 6240 (2016/05/19)
A nickel(0)-catalyzed reductive coupling of aldehydes and simple alkenes with hydrosilanes has been developed. A variety of silyl-protected 1-indanol derivatives were prepared in a highly diastereoselective manner (up to >99:1 dr) by employing a combination of nickel(0)/N-heterocyclic carbene and triethylsilane. The present system was also applied to a reductive coupling with ketones. Preliminary results of a nickel(0)-catalyzed asymmetric three-component coupling reaction of an aldehyde, an alkene, and triethylsilane are also shown.
Catalytic ketyl-olefin cyclizations enabled by proton-coupled electron transfer
Tarantino, Kyle T.,Liu, Peng,Knowles, Robert R.
supporting information, p. 10022 - 10025 (2013/07/26)
Concerted proton-coupled electron transfer is a key mechanism of substrate activation in biological redox catalysis. However, its applications in organic synthesis remain largely unexplored. Herein, we report the development of a new catalytic protocol fo
Cobalt-catalyzed direct electrochemical cross-coupling between aryl or heteroaryl halides and allylic acetates or carbonates
Gomes, Paulo,Gosmini, Corinne,Perichon, Jacques
, p. 1142 - 1145 (2007/10/03)
The electroreduction of a mixture of functionalized aromatic or heteroaromatic bromides or chlorides and allylic compounds such as acetates or carbonates in an electrochemical cell fitted with a sacrificial iron anode affords, in the presence of cobalt halide associated with pyridine as ligand in acetonitrile or DMF, the corresponding coupling product in good yields.
