77287-72-0Relevant academic research and scientific papers
Regiocontrolled Synthesis of γ-Hydroxybutenolides via Singlet Oxygen-Mediated Oxidation of 2-Thiophenyl Furans
Kotzabasaki, Vasiliki,Vassilikogiannakis, Georgios,Stratakis, Manolis
supporting information, p. 4406 - 4411 (2016/06/09)
Photooxygenation of 2-thiophenyl-substituted furans in ethanol leads to the rapid, regiocontrolled, and quantitative synthesis of γ-hydroxybutenolides. The carbonyl group in butenolide holds the position of thiophenyl moiety in reacting furans. Decomposit
Co-C bond cleavage in the reactions of alkyl, benzyl and heteroaromaticmethyl cobaloximes with arene sulfenyl chloride: Homolytic and heterolytic pathways
Gupta,Dixit, Vandana,Das, Indira
, p. 49 - 58 (2007/10/03)
The reactions of arene sulfenyl chlorides, ArSCl, (Ar=Ph, C6Cl5, 2,4 (NO2)2C6H3) with organocobaloximes, RCo(dmgH)2Py, (R=alkyl, benzyl and heteroaromaticmethyl) were carried out under thermal and photochemical conditions. A variety of organic and organometallic products are formed depending upon the substrate cobaloxime. For 3-methoxybenzyl and heteroaromaticmethyl cobaloximes the results suggest that they represent a unique class of cobaloximes whereby both the aromatic ring as well as the Co-C bond are highly activated towards attack by the arene sulfenyl chloride. Both homolytic as well as heterolytic pathways are operative.
An analysis of substituent effects on 1H and 13C NMR parameters of substituted furans. Linear free energy relationships and PM3 semiempirical calculations
Alvarez-Ibarra, Carlos,Quiroga-Feijoo, Maria L.,Toledano, Emilio
, p. 679 - 689 (2007/10/03)
Forty five furans have been obtained in a synthetic project designed to evaluate monothiosubstituted furans as potential food flavourings. A full NMR (1H and 13C) study and PM3 molecular orbital semiempirical calculations have been carried out. Substituent-induced chemical shifts (SCS) for six and nine substituents at the 2- and 3-positions have been calculated and a separation of inductive and resonance effects of these substituents has been proposed. Finally, a linear correlation between the net atomic charges localized at ring carbons and their 13C NMR chemical shifts has been established.
A General Approach to 4-Substitution of 2-Alkylfurans
Nolan, Steven M.,Cohen, Theodore
, p. 2473 - 2476 (2007/10/02)
Treatment of 2-alkylfurans with butyllithium followed by diphenyl disulfide yields 2-(phenylthio)-5-alkylfurans.When the 2-(phenylthio)-3-bromo-5-alkylfurans arising by bromination of the latter are treated with tert-butyllithium, the corresponding 3-lithio derivative is produced and it can be trapped by electrophiles such as alkyl iodides, aldehydes, trimethylsilyl chloride, and carbon dioxide.Raney nickel desulfurization of the product of such trapping produces 4-substituted-2-alkylfurans.
