67222-39-3Relevant academic research and scientific papers
Cobalt-Catalyzed Allylic C(sp3)-H Carboxylation with CO2
Michigami, Kenichi,Mita, Tsuyoshi,Sato, Yoshihiro
supporting information, p. 6094 - 6097 (2017/05/08)
Catalytic carboxylation of the allylic C(sp3)-H bond of terminal alkenes with CO2 was developed with the aid of a Co/Xantphos complex. A wide range of allylarenes and 1,4-dienes were successfully transformed into the linear styrylacetic acid and hexa-3,5-dienoic acid derivatives in moderate to high yields, with excellent regioselectivity. The carboxylation showed remarkable functional group tolerability, so that selective addition to CO2 occurred in the presence of other carbonyl groups such as amide, ester, and ketone. Since styrylacetic acid derivatives can be readily converted into optically active γ-butyrolactones through Sharpless asymmetric dihydroxylation, this allylic C(sp3)-H carboxylation showcases a facile synthesis of γ-butyrolactones from simple allylarenes via short steps.
S-Arylation of thiols with masked o-benzoquinones: Synthesis of alkyl aryl/diaryl sulfides
Parumala, Santosh Kumar Reddy,Surasani, Seshi Reddy,Peddinti, Rama Krishna
supporting information, p. 5268 - 5271 (2014/12/10)
A novel, efficient, and metal-free C-S bond formation of masked o-benzoquinones with thiols is reported. This protocol involves the synthesis of unsymmetrical alkyl aryl/diaryl sulfides in excellent yields under mild and catalyst-free conditions. This journal is
Oxidation with hypervalent iodine reagents. Part II: Novel cyclohexadienones as precursors for the synthesis of anthraquinones
Mitchell, Anthony S.,Russell, Richard A.
, p. 4387 - 4410 (2007/10/03)
The oxidation of substituted phenols with phenyliodonium diacetate in methanol was found to afford 2,4-cyclohexadienones, 2,5-cyclohexadienones or mixtures of isomers, depending on the substrate being oxidized. Annulation of these cyclohexadienones with the anion of 3-cyanophthalide afforded anthraquinones in high yields.
Electrochemical Methoxylation of Allyl and Propenyl Derivatives of Phenol and Phenol Ethers
Barba, Isidoro,Chinchilla, Rafael,Gomez, Cecilia
, p. 3270 - 3272 (2007/10/02)
Anodic oxidation of a methanolic solution of a number of phenols and phenol ethers (anethole, estragole, safrole, isosafrole, eugenol, and isoeugenol) in a single cell at constant current, with use of sodium methoxide or sodium methoxide-sodium perchlorate as the supporting electrolyte, afforded substitution and addition products, some of them not described previously in the literature.
Anodic Oxidation of 4-Allyl-2,6-dimethoxyphenol and Related Compounds: Syntheses of Asatone and Related Neolignans
Nishiyama, Atsuko,Eto, Hideo,Terada, Yukimasa,Iguchi, Masanobu,Yamamura, Shosuke
, p. 2820 - 2833 (2007/10/02)
4-Allyl-2,6-dimethoxyphenol and related compounds have been subjected to anodic oxidation to afford a number of oxidation products including asatone-type neolignans, heterotropanone-type compounds and arylpropanoids.Furthermore, the formation processes of these oxidation products are shown to involve both radical and cationic reactions which are dependent upon the applied potentials, solvent media and substituents on the aromatic ring.Keywords - allylphenol; neolignan; electrochemical oxidation; Diels-Alder reaction; biomimetic synthesis
