- Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters
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An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.
- Mohanta, Nirmala,Chaudhari, Moreshwar B.,Digrawal, Naveen Kumar,Gnanaprakasam, Boopathy
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p. 1034 - 1045
(2019/05/24)
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- Cyclohexenone derivatives and their use for controlling undesirable plant growth
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Cyclohexenone derivatives of the formula STR1 where R1, R2 R3, R4 and R5 have the meanings given in the disclosure, and their use for controlling unwanted plant growth.
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- Kinetic Studies of Fast Equilibrium by Means of High-Performance Liquid Chromatography. XVII. Separation of Tautomers of 1,3-Cyclohexanediones
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Tautomers of 1,3-cyclohexanediones have been separated by means of low-temperature high-performance liquid chromatography (HPLC).The ratios of keto- and enol-forms have been found to be highly solvent dependent, which is explained in terms of solute-solvent and solute-solute hydrogen bonding.
- Moriyasu, Masataka,Kato, Atsushi,Hashimoto, Yohei
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p. 2955 - 2956
(2007/10/02)
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