14309-16-1Relevant academic research and scientific papers
Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst
Huang, Qing,Li, Ya-Wei,Ning, Xiao-Shan,Jiang, Guo-Qing,Zhang, Xiao-Wei,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 965 - 969 (2020/02/15)
A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.
Stereodivergent Alkyne Reduction by using Water as the Hydrogen Source
Rao, Santhosh,Prabhu, Kandikere Ramaiah
supporting information, p. 13954 - 13962 (2018/09/14)
A homogeneous Pd-catalyzed stereodivergent reduction of alkynes to Z and E alkenes by using H2O as the H2 source is presented. Mediated by a diboron reagent, the transfer hydrogenation has been accomplished to yield the desired geometrical isomer by rational ligand selection. The switchable stereoselectivity achieved using simple phosphine ligands is generally excellent. D2O has also been used as a D2 source for synthesizing the corresponding deuterated olefins. Supported by a gram-scale synthesis, the reaction can easily be scaled up making it an efficient way to prepare alkenes commercially as well. Mechanistic studies suggest formation of H?PdL2?OAc as the crucial step leading to the presence of two pathways involving H?Pd?B(OR)2 and molecular H2 as active intermediates.
Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation
Ning, Xiao-Shan,Wang, Mei-Mei,Yao, Chuan-Zhi,Chen, Xian-Min,Kang, Yan-Biao
supporting information, p. 2700 - 2703 (2016/06/15)
An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.
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 concomitant allylic azide rearrangement/intramolecular azide-alkyne cycloaddition sequence
Vekariya, Rakesh H.,Liu, Ruzhang,Aube, Jeffrey
supporting information, p. 1844 - 1847 (2014/05/06)
An intramolecular Huisgen cycloaddition of an interconverting set of isomeric allylic azides with alkynes affords substituted triazoles in high yield. The stereoisomeric vinyl-substituted triazoloxazines formed depend on the rate of cycloaddition of the d
Ruthenium-catalyzed o-allylation of phenols from allylic chlorides via cationic [Cp*(η3-allyl)(MeCN)RuX][PF6] complexes
Mbaye, Mbaye D.,Demerseman, Bernard,Renaud, Jean-Luc,Toupet, Loic,Bruneau, Christian
, p. 835 - 841 (2007/10/03)
The [Cp*(MeCN)3Ru(II)][PF6] complex is an efficient catalyst precursor for the O-allylation of phenols with allylic chlorides in the presence of K2CO3 under mild conditions. This ruthenium precursor affords branched allyl aryl ethers according to a regioselective reaction, which contrasts with the uncatalyzed nucleophilic substitution from the same substrates. Stable (η3-allyl)Ru(IV) cationic complexes resulting from the reaction of [Cp*(MeCN) 3Ru][PF6] with allylic halides were identified as intermediate catalytic species. An X-ray structure determination of the complex [Cp*(MeCHCHCH2)(MeCN)RuBr] [PF6] disclosed an (endo-trans-MeCHCHCH2) allylic ligand. The structural information obtained from the study of Cp*(allyl)Ru(IV) complexes indicated that electronic effects at the coordinated allylic ligand likely account for the better regioselectivity obtained from cinnamyl chloride as compared to aliphatic allylic chlorides.
SmI2/water/amine mediates cleavage of allyl ether protected alcohols: application in carbohydrate synthesis and mechanistic considerations.
Dahlen, Anders,Sundgren, Andreas,Lahmann, Martina,Oscarson, Stefan,Hilmersson, Goeran
, p. 4085 - 4088 (2007/10/03)
[reaction: see text]. SmI2/H2O/amine provides selective cleavage of unsubstituted allyl ethers in good to excellent yields. This method is therefore useful in deprotection of alcohols and carbohydrates.
NOVEL COMPOUNDS USEFUL AS NEURO-PROTECTIVE AGENTS
-
, (2008/06/13)
This invention relates to novel phenyl oxazoles, thiazoles, oxazolines, oxadiazoles and benzoxazoles useful as neuro-protective agents.
Compounds useful as neuro-protective agents
-
, (2008/06/13)
This invention relates to novel phenyl oxazoles, thiazoles, oxazolines, oxadiazoles and benzoxazoles useful as neuro-protective agents.
Method for treating neuropathic pain
-
, (2008/06/13)
The present invention provides a method for treating neuropathic pain comprising administering an analgesic dosage of a compound of formula I to an animal in need of such treatment certain phenyl oxazoles or phenyl thiazoles.
