Topic
Cyclohexadienes
About: Cyclohexadienes is a research topic. Over the lifetime, 530 publications have been published within this topic receiving 6248 citations.
Papers published on a yearly basis
1 / 2
Papers
TL;DR: The first Au-catalyzed cycloisomerization of 1-siloxy-5-en-1-ynes is described, which is efficiently catalyzed by AuCl to afford siloxy cyclohexadienes, which can be readily converted to the corresponding 1,2- and 1,3-cyclohexenones.
Abstract: We have described the first Au-catalyzed cycloisomerization of 1-siloxy-5-en-1-ynes. The reaction is efficiently catalyzed by AuCl (1 mol %) to afford siloxy cyclohexadienes, which can be readily converted to the corresponding 1,2- and 1,3-cyclohexenones. The catalytic process displays a broad substrate scope and exceedingly mild reaction conditions (30 min, 20 °C). The presence of a siloxy alkyne moiety is crucial for enabling the skeletal reorganization process, which is postulated to proceed via a novel reaction mechanism involving a cascade of 1,2-alkyl migrations.
183 citations
TL;DR: Some cyclohexa-1,4-dienes substituted by methyl and/or methoxyl groups react with iron carbonyls to give mixtures of tricarbonylcyclohexadienyliron 1,3-dieneiron complexes, whose compositions have been investigated as mentioned in this paper.
Abstract: Some cyclohexa-1,4-dienes substituted by methyl and/or methoxyl groups react with iron carbonyls to give mixtures of tricarbonylcyclohexa-1,3-dieneiron complexes, whose compositions have been investigated. These complexes react with triphenylmethyl fluoroborate to give tricarbonyl-π-cyclohexadienyliron fluoroborates, whose reactions with nucleophiles are described. Certain of these salts, derived from methoxy-substituted cyclohexadiene complexes, are readily hydrolysed to tricarbonylcyclohexa-2,4-dienoneiron and substituted derivatives of this compound. Spectra are discussed in relation to structural assignments.
173 citations
TL;DR: DFT calculations provide insights into the aromatization of silyl, alkyl, and aminyl substituted cyclohexadienyl radicals to generate the corresponding C-, Si-, and N-centered radicals.
Abstract: The synthesis of various new 1-aminated-2,5-cyclohexadienes is described. These reagents can be used in radical transfer hydroaminations of unactivated and electron-rich double bonds. With thiols as polarity reversal catalysts good yields are obtained. The radical hydroamination occurs with good to excellent anti-Markovnikov selectivity. Many functional groups such as alcohols, silyl ethers, phosphonates, arylbromides, imides, amides, and also acidic protons are tolerated under the reaction conditions. DFT calculations provide insights into the aromatization of silyl, alkyl, and aminyl substituted cyclohexadienyl radicals to generate the corresponding C-, Si-, and N-centered radicals.
147 citations
131 citations
TL;DR: The gold(I) isomerization of diversely substituted 3-hydroxylated enynes has led to the discovery of three new unreported skeletal rearrangements furnishing structures such as alkylidene-cyclopentenes, cyclohexadienes or alpha,beta-unsaturated aldehydes under very mild conditions.
125 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2021 | 6 |
| 2020 | 3 |
| 2019 | 3 |
| 2018 | 3 |
| 2017 | 3 |
| 2016 | 9 |