1218-59-3Relevant academic research and scientific papers
Biomimetic systems involving sequential redox reactions in glycolysis-the sulfur effect
Ogawa, Narihito,Furukawa, Sei,Kosugi, Yuya,Takazawa, Takayuki,Kanomata, Nobuhiro
supporting information, p. 12917 - 12920 (2020/11/05)
Magnesium hemithioacetates were used as model cysteine compounds to mimic natural hemithioacetals, and their biomimetic oxidation reactions using a model NAD+ compound were investigated. Cyclic hemithioacetate was found to be the best substrate for the reaction with the model NAD+ compound, which gave the corresponding NADH analog in excellent yield. This journal is
Unexpected rearrangements in the synthesis of arylidene- or alkylidene-2-thiophthalides
Paulussen, Harald,Adriaensens, Peter,Vanderzande, Dirk,Gelan, Jan
, p. 11867 - 11878 (2007/10/03)
Mechanistic studies concerning the reaction by which poly(isothianaphthene) (PITN) is synthesized in one step from commercially available monomers by reacting them with phosphorus pentasulphide (P4S10), have led to the idea of synthesizing a chain-stopper molecule which should give rise to suitable quinoid model compounds for PITN. Within this context benzylidenedithiophthalide and pentylidenedithiophthalide were chosen as target molecules. The unexpected rearrangements and the control of these rearrangements in the synthesis of benzylidenedithiophthalide and pentylidenedithiophthalide are reported.
The Hydrolysis of Phthalide, Thiophthalide, and Methyl o-Methoxybenzoate in Highly Alkaline Media. Curvature in the khyd vs Profile
Kellogg, B. A.,Brown, R. S.,McDonald, R. S.
, p. 4652 - 4658 (2007/10/02)
The hydrolyses of phthalide (2a) and thiophthalide (3) have been studied in highly alkaline media, T = 25 deg C, μ = 3 (KCl).For both esters, an upward curvature in the plot of khyd vs is observed, suggestive of the onset of a second order in process in the hydrolysis.Carbonyl 18O-exchange studies indicated that no 18O is lost from the ester recovered from the hydrolysis media at times up to 3t1/2 hydrolysis.Solvent kinetic isotope (skie) studies indicate that for 3, (khyd)H2O/D2O is inverse throughout the entire range of .The lack of 18O-exchange and the inverse nature of the skie on khyd suggest that the curvature in the khyd vs plots is not due to the involvement of two hydroxides in the hydrolytic process.A correlation of the khyd data with the acidity function H- appropriate for highly alkaline media is linear and suggests the involvement of a single hydroxide throughout the entire range.A reinvestigation of the alkaline hydrolysis of methyl o-methoxybenzoate (4) accompanied by 18O-exchange studies failed to detect unambiguous evidence for a bona fide second order in process.
