Topic
Oxime
About: Oxime is a research topic. Over the lifetime, 6957 publications have been published within this topic receiving 81544 citations. The topic is also known as: oximes.
Papers published on a yearly basis
1 / 2
Papers
TL;DR: The hydrolytic stability of isostructural hydrazones and an oxime have been determined at pD 5.0–9.0, suggesting a general mechanism for conjugate hydrolysis.
Abstract: Hydrazones and oximes are common conjugates, but are labile to hydrolysis. The hydrolytic stability of isostructural hydrazones and an oxime have been determined at pD 5.0–9.0. The hydrolysis of each adduct was catalyzed by acid. Rate constants for oxime hydrolysis were nearly 103-fold lower than those for simple hydrazones; a trialkylhydrazonium ion (formed after condensation) was even more stable than the oxime. The data suggest a general mechanism for conjugate hydrolysis.
834 citations
Patent•
20 Dec 2004TL;DR: In this article, a process for producing an oxime is provided, wherein the process comprises the step of reacting a ketone, hydrogen peroxide and ammonia in the presence of a crystalline titanosilicate having MWW structure under the condition that the ammonia concentration in the liquid portion of the reaction mixture is about 1% by weight or more.
Abstract: A process for producing an oxime is provided, wherein the process comprises the step of reacting a ketone, hydrogen peroxide and ammonia in the presence of a crystalline titanosilicate having MWW structure under the condition that the ammonia concentration in the liquid portion of the reaction mixture is about 1% by weight or more. By the process, an ammoximation reaction of the ketone can be carried out with a high conversion of the ketone and a high selectivity to the oxime corresponding to the ketone, thereby producing the oxime with a high yield.
594 citations
TL;DR: The Pd(II) complex from oxidative addition of the N-X bond has been isolated for the first time, and evidence for the intermediacy of such oxidative addition products in the catalytic reaction has been gained.
Abstract: We report a conceptually new approach to the direct amination of aromatic C−H bonds. In this process, an oxime ester function reacts with an aromatic C−H bond under redox-neutral conditions to form, in the case studied, an indole product. These reactions occur with relatively low catalyst loading (1 mol %) by a mechanism that appears to involve an unusual initial oxidative addition of an N−O bond to a Pd(0) species. The Pd(II) complex from oxidative addition of the N−X bond has been isolated for the first time, and evidence for the intermediacy of such oxidative addition products in the catalytic reaction has been gained.
522 citations
TL;DR: A redox-neutral sequence of C-H vinylation via ortho-rhodation and C-N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.
360 citations
TL;DR: Mechanistic studies suggest that heterocycle formation proceeds via reversible C-H activation, alkene insertion, and a C-N bond formation/N-O bond cleavage process.
Abstract: α,β-Unsaturated O-pivaloyl oximes are coupled to alkenes by Rh(III) catalysis to afford substituted pyridines. The reaction with activated alkenes is exceptionally regioselective and high-yielding. Mechanistic studies suggest that heterocycle formation proceeds via reversible C–H activation, alkene insertion, and a C–N bond formation/N–O bond cleavage process.
330 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2026 | 2 |
| 2025 | 102 |
| 2024 | 131 |
| 2023 | 153 |
| 2022 | 293 |
| 2021 | 118 |