Topic
Thioacetal
About: Thioacetal is a research topic. Over the lifetime, 490 publications have been published within this topic receiving 6220 citations.
Papers published on a yearly basis
1 / 2
Papers
TL;DR: Silyl enol ethers react with α,β-unsaturated ketones and esters in the presence of TiCl4 or in the coexistence of TiCL4 and Ti(Oi-Pr)4 to give 1,5-dicarbonyl compounds in good yields.
Abstract: Silyl enol ethers react with α,β-unsaturated ketones and esters in the presence of TiCl4 or in the coexistence of TiCl4 and Ti(Oi-Pr)4 to give 1,5-dicarbonyl compounds in good yields The reactions of acetals derived from α,β-unsaturated ketones with silyl enol ethers in the coexistence of TiCl4 and Ti(Oi-Pr)4, followed by successive addition of 1,2-ethanedithiol, give the Michael products, δ-keto ethylene thioacetal, in good yields The reaction of silyl enol ethers with acetals derived from α,β-unsaturated aldehydes also gives the Michael products when Ti(OCEt3)4 is employed instead of Ti(Oi-Pr)4 in the above experiment and is successfully applied to the simple synthesis of dihydro rose oxide
185 citations
TL;DR: A novel [5 + 1] annulation strategy is developed for the synthesis of highly substituted phenols and cyclohexenones from alpha-alkenoyl ketenedithioacetals and nitroalkanes.
Abstract: A novel [5 + 1] annulation strategy is developed for the synthesis of highly substituted phenols and cyclohexenones from α-alkenoyl ketenedithioacetals and nitroalkanes.
161 citations
TL;DR: In this article, the trifluoromethyl ethers R-OCF3 through intermediates were isolated upon treatment of xanthates with n-Bu4N+H2F3− and N-bromosuccinimide.
113 citations
TL;DR: AlCl 3 has been found to be an efficient reagent for promoting thioacetal and ketalization of carbonyl compounds as mentioned in this paper, and has been shown to be a suitable reagent to promote carbonylation.
107 citations
TL;DR: In this article, a general protocol for the synthesis of functionalized indenes from o-alkynylbenzaldehyde acetals and thioacetals has been elaborated, and an optimization of the catalytic system for the cyclization of o-ALKynyl benzaldehyde (OBA) acetals was found to be a better catalyst for cyclization in the presence of olefins than without.
Abstract: A general protocol for the synthesis of functionalized indenes from o-alkynylbenzaldehyde acetals and thioacetals has been elaborated. Acetals uniformly give cyclization products having the alkyl group from the starting acetylene migrated to the alpha-position, whereas the cyclization of the corresponding thioacetals proceeds without alkyl migration. Optimization of the catalytic system for the cyclization of o-alkynylbenzaldehyde acetals revealed an unknown activation effect: PtCl(2) was found to be a better catalyst for the cyclization of acetals in the presence of olefins than without. A similar catalytic system (PtCl(2)/benzoquinone) has been found to be appropriate for the cyclization of cyclic acetals, whereas the optimal catalyst for the reaction of thioacetals is PdI(2). NMR monitoring of two reactions, acetal 3a + Pd(CH(3)CN)Cl(2) in CD(3)CN and thioacetal 5j + PdI(2) in CD(2)Cl(2), revealed that in both reactions similar cationic species are formed at the early stage of the transformation. Computational data (B3LYP/SDD level of theory) suggest that the difference in the reaction pathways for acetals and thioacetals can be rationalized by taking into account the relative stabilities of the corresponding vinylpalladium intermediates (22 vs 20 and 19 vs 21), which suggests a reversible thermodynamically controlled alkyl migration in the intermediate vinylcationic species.
99 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2025 | 1 |
| 2024 | 2 |
| 2023 | 2 |
| 2022 | 7 |
| 2021 | 4 |
| 2020 | 5 |