14309-15-0Relevant academic research and scientific papers
Hybrid super electron donors - Preparation and reactivity
Garnier, Jean,Thomson, Douglas W.,Zhou, Shengze,Jolly, Phillip I.,Berlouis, Leonard E. A.,Murphy, John A.
, p. 994 - 1002 (2012)
Neutral organic electron donors, featuring pyridinylidene-imidazolylidene, pyridinylidene-benzimidazolylidene and imidazolylidene-benzimidazolylidene linkages are reported. The pyridinylidene-benzimidazolylidene and imidazolylidene-benzimidazolylidene hyb
Electro-reductive cyclization of aryl halides promoted by fluorene derivatives
Mitsudo, Koichi,Nakagawa, Yumiko,Mizukawa, Jun-Ichi,Tanaka, Hideo,Akaba, Ryoichi,Okada, Takahiro,Suga, Seiji
, p. 444 - 449 (2012)
In the presence of fluorene derivatives, the electro-reduction of aryl chlorides, bromides, and iodides bearing an ethylene moiety proceeded smoothly to afford the corresponding cyclized products. Noteworthy is that aryl chlorides, which have more negative reduction potential than aryl bromides and iodides, exhibited high reactivity in the reaction, and the corresponding five-membered and six-membered cyclized products were obtained in good to high yields. Mechanistic study suggests that the electro-reduction of fluorene derivatives was essential for the reactions, indicating that they work as a mediator.
Synthesis and vitamin D receptor affinity of 16-oxa vitamin D3 analogues
Ibe, Kouta,Yamada, Takeshi,Okamoto, Sentaro
, p. 10188 - 10200 (2019)
Two novel 16-oxa-vitamin D3 analogues were synthesized using a tandem Ti(ii)-mediated enyne cyclization/Cu-catalyzed allylation, Ru-catalyzed ring-closing metathesis reaction, and a low-valent titanium (LVT)-mediated stereoselective radical red
Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate
Fujitani, Tadahiro,Hong, Dachao,Ito, Satoru,Ji, Xinyi,Kon, Yoshihiro,Nakashima, Takuya,Osuga, Ryota,Sato, Kazuhiko,Yokoi, Toshiyuki
supporting information, (2020/04/15)
The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.
Promising fungicides from allelochemicals: Synthesis of umbelliferone derivatives and their structure–activity relationships
Pan, Le,Lei, Dongyu,Jin, Lu,He, Yuan,Yang, Qingqing
, (2018/11/24)
Umbelliferone was discovered to be an important allelochemical in our previous study, but the contribution of its activity and structure has not yet been revealed. In this study, a series of analogues were synthesized to determine the skeleton of umbelliferone and examine its fungicidal activity. Furthermore, targeted modifications were conducted with three plant parasitic fungi to examine the lead compounds. Among those tested, compounds 2f and 10 were found to show excellent antifungal activity with an inhibitory rate over 80% at 100 ug/mL. The study proves that umbelliferone can be a promising skeleton for fungicides discovery. In addition, the primary structure–activity relationship provides a good guidance for the discovery of novel fungicides based on natural products in the future.
Alkylation of Phenol And Hydroquinone by Prenol in the Presence of Organoaluminum Catalysts
Chukicheva, I. Yu.,Fedorova,Koroleva,Kuchin
, p. 1 - 6 (2018/02/19)
Prenylphenols and 2,2-dimethylbenzopyrans were synthesized via alkylation of phenol and hydroquinone with prenol in the presence of organoaluminum catalysts, i.e., aluminum phenoxide and isopropoxide. Reaction products were isolated and characterized. Sev
Hydrodehalogenation of Haloarenes by a Sodium Hydride–Iodide Composite
Ong, Derek Yiren,Tejo, Ciputra,Xu, Kai,Hirao, Hajime,Chiba, Shunsuke
supporting information, p. 1840 - 1844 (2017/02/05)
A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process.
Role of Distance in Singlet Oxygen Applications: A Model System
Klaper, Matthias,Fudickar, Werner,Linker, Torsten
supporting information, p. 7024 - 7029 (2016/07/06)
Herein, we present a model system that allows the investigation of a directed intramolecular singlet oxygen (1O2) transfer. Furthermore, we show the influence of singlet oxygen lifetime and diffusion coefficient (D) on the preference
Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones
Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
supporting information, p. 7602 - 7611 (2016/01/25)
Allyl, dimethylallyl and prenyl ethers derived from o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones. The method is potentially useful for the synthesis of natural products and drugs.
A dehydrogenative diels-alder reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone
Feng, Hong-Xia,Wang, Yuan-Yuan,Chen, Jie,Zhou, Ling
supporting information, p. 940 - 944 (2015/03/30)
An efficient dehydrogenative Diels-Alder (DHDA) reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) has been developed under mild conditions, leading to a series of cyclohexene derivatives with good to excellent yields and excellent diastereoselectivity.
