874-58-8Relevant academic research and scientific papers
Synthesis and Anti-Oomycete Activity of 1-Sulfonyloxy/Acyloxydihydroeugenol Derivatives
Chen, Genqiang,Zhu, Lina,He, Jiaxuan,Zhang, Song,Li, Yuanhao,Guo, Xiaolong,Sun, Di,Tian, Yuee,Liu, Shengming,Huang, Xiaobo,Che, Zhiping
, (2021/08/07)
Endeavor to discover biorational natural products-based fungicides, two series (26) of novel 1-sulfonyloxy/acyloxydihydroeugenol derivatives (3a–p and 5a–j) were prepared and assessed for their fungicidal activity against P. capsici Leonian, in vitro. Res
Aerobic oxidative esterification and thioesterification of aldehydes using dibromoisocyanuric acid under mild conditions: No metal catalysts required
Kwon, Young-Do,La, Minh Thanh,Kim, Hee-Kwon
, p. 10833 - 10841 (2018/07/05)
A practical direct method for the direct preparation of esters and thioesters from aldehydes is described. Esters and thioesters were synthesized by oxidative esterification and thioesterification via in situ generated acyl bromide intermediates, which were used to react with various alcohols and thiols. The esterification and thioesterification were readily performed in the presence of dibromoisocyanuric acid in dichloromethane, without any metal catalysts and under mild conditions. By using this reaction protocol, various esters and thioesters were prepared in high yields. This effective method offers a promising approach for the facile esterification and thioesterification of aldehydes.
Convenient metal-free direct oxidative amidation of aldehyde using dibromoisocyanuric acid under mild conditions
Kang, Soosung,La, Minh Thanh,Kim, Hee-Kwon
supporting information, p. 3541 - 3546 (2018/08/29)
A facile method for the direct synthesis of amides from aldehydes is described. Amide bonds were synthesized by an oxidative amidation in the presence of dibromoisocyanuric acid (DBI). Treatment of aromatic and aliphatic aldehydes with dibromoisocyanuric acid generated acyl bromide intermediates, which were employed to react with a variety of secondary and primary amines to give amides. Through this reaction method, various amides were synthesized directly from aldehydes under mild conditions in high yields and short times. This facile and efficient procedure provides potential strategy for the direct synthesis of amides from aldehydes.
Efficient carbonylation reactions in phosphonium salt ionic liquids: Anionic effects
McNulty, James,Nair, Jerald J.,Robertson, Al
, p. 4575 - 4578 (2008/03/12)
(Formula Presented) Application of phosphonium salt ionic liquids in the carbonylation of aryl and vinyl halides is presented. Anionic effects were uncovered with the bromide ionic liquid emerging as the superior media. Acid bromide intermediates were detected in control experiments providing an extended view on the overall catalytic cycle involved. Solvent-free product isolation and recycling of the ionic liquid containing active Pd-catalyst are also demonstrated.
Solid state nuclear bromination with N-bromosuccinimide. Part 2. Experimental and theoretical studies of reactions with some substituted benzaldehydes
Sarma, Jagarlapudi A.R.P.,Nagaraju, Akula,Majumdar, Kanak K.,Samuel, Purnima M.,Das, Indira,Roy, Sujit,McGhie, Alistair J.
, p. 1119 - 1123 (2007/10/03)
N-Bromosuccinimide reacts with aromatic aldehydes in the solid state to yield exclusively nuclear brominated products while a similar reaction in the solution phase produces a number of products under varied conditions. The reactivity and regioselectivity have been studied in terms of the energies of HOMO, HOMO-LUMO difference, reaction free energy, reaction conditions and crystal packing. Single crystal X-ray structural analysis of 3,4-dihydroxybenzaldehyde has been carried out. Crystal packing energies of some of the reactive and unreactive benzaldehydes indicate the importance of molecular bromine diffusion in the solid state.
Nucleophilic Substitution at a Trigonal Carbon. Part 5. Substituent Effects in the Reactions of Aromatic Acyl Bromides with Methanol in Acetonitrile
Kevill, Dennis N.,Knauss, Donald C.
, p. 307 - 312 (2007/10/02)
The kinetics of the methanolysis of benzoyl bromide and eight para- or meta-substituted derivatives in acetonitrile at 25.0 deg C can be analysed in terms of the simultaneous operation of overall second- and third-order processes.In turn, each of these processes can be analysed in terms of the simultaneous operation of two reaction channels, which are proposed to involve a carbonyl addition-elimination mechanism (favoured for electron-withdrawing substituents) and a process (SN2-SN1) proceeding through a loose SN2-type transition state.For the p-methoxybenzoyl bromide substrate, a third reaction channel is observed, but only for the overall second-order process (first-order in methanol), and this is tentatively described as involving electrophilic assistance by a methanol molecule to an ionization (SN1) pathway.
