4039-86-5

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 107-19-7 propargyl alcohol 
• 106-96-7 propargyl bromide 
• 873-76-7 para-Chlorobenzyl alcohol 
• 1262961-65-8 C₁₀H₁₁Br₂ClO 
• 1236063-58-3 1-(2-bromoallyloxymethyl)-4-chlorobenzene 
• 14289-63-5 1-chloro-4-(2-propenyloxymethyl)benzene 
• 622-95-7 4-chlorobenzyl bromide 

Downstream Products

• 1497434-26-0 (2Z,4E)-1-(4-chlorophenyl)-5-phenyl-2,4-pentadien-1-ol 
• 1432746-48-9 1,6-bis(4-chlorobenzyloxy)hexa-2,4-diyne 

Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodology was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

Inhibition of Mycobacterium tuberculosis InhA: Design, synthesis and evaluation of new di-triclosan derivatives

Multi-drug resistant tuberculosis (MDR-TB) represents a growing problem for global healthcare systems. In addition to 1.3 million deaths in 2018, the World Health Organisation reported 484,000 new cases of MDR-TB. Isoniazid is a key anti-TB drug that inhibits InhA, a crucial enzyme in the cell wall biosynthesis pathway and identical in Mycobacterium tuberculosis and M. bovis. Isoniazid is a pro-drug which requires activation by the enzyme KatG, mutations in KatG prevent activation and confer INH-resistance. ‘Direct inhibitors’ of InhA are attractive as they would circumvent the main clinically observed resistance mechanisms. A library of new 1,5-triazoles, designed to mimic the structures of both triclosan molecules uniquely bound to InhA have been synthesised. The inhibitory activity of these compounds was evaluated using isolated enzyme assays with 2 (5-chloro-2-(4-(5-(((4-(4-chloro-2-hydroxyphenoxy)benzyl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenoxy)phenol) exhibiting an IC50 of 5.6 μM. Whole-cell evaluation was also performed, with 11 (5-chloro-2-(4-(5-(((4-(cyclopropylmethoxy)benzyl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenoxy)phenol) showing the greatest potency, with an MIC99 of 12.9 μM against M. bovis.

PROCESS FOR PREPARING 4-CHLOROBENZYL PROPARGYL ETHER

The present invention relates to a process for preparing 4-chlorobenzyl propargylether comprising a step (a) of reacting 4-chlorobenzyl chloride with propargyl alcohol in the presence of a base and a phase transfer catalyst, wherein the reaction mixture c

1 - (1 ', 3', 4 ', 6' - Four - O - acetyl - α / β - D - grape pyranose) - 4 - para-substituted aryl - [1, 2, 3] - triazole and its preparation method and application

The invention relates to preparation and application of 1-(1',3',4',6'-tetra-O-acetyl-alpha/beta-D-glucopyanosyl)-4-para-substituted benzyl oxyl methyl-[1,2,3]-triazole serial compounds, wherein the core structure thereof is formed by the substitution of

Novel One-Pot Synthetic Method for Propargyl Alcohol Derivatives from Allyl Alcohol Derivatives

An efficient one-pot procedure for the synthesis of propargyl alcohol derivatives from allyl alcohol derivatives has been developed. The key to this transformation from a C-C double bond to a C-C triple bond is that hydrogen bromide elimination from 1,2-dibromoalkanes that contain a neighboring oxygen functional group is promoted by the inductive electron-withdrawing effect of the oxygen functional group. In the one-pot reaction, tetrabutylammonium hydroxide was the best base, and the addition of molecular sieves 13X also promoted the reaction.

Removal of human ether-à-go-go related gene (hERG) K+ channel affinity through rigidity: A case of clofilium analogues

Cardiotoxicity is a side effect that plagues modern drug design and is very often due to the off-target blockade of the human ether-à-go-go related gene (hERG) potassium channel. To better understand the structural determinants of this blockade, we design

TBAF-promoted elimination of vicinal dibromides having an adjacent O-functional group: Syntheses of 2-bromoalk-1-enes and alkynes

Syntheses of 2-bromoalk-1-enes and alkynes were achieved in good yields by dehydrobromination of vicinal dibromides with tetrabutylammonium fluoride. Neighboring O-functional-group participation is important in determining elimination reactivity. Georg Thieme Verlag Stuttgart New York.

TBAF-promoted dehydrobrominations of vicinal dibromides having an adjacent O-functional group

Regioselective HBr elimination of vicinal dibromides having an adjacent oxygen functional group to give the corresponding 2-bromoalk-1-enes was controlled using 1.1 equivalents of TBAF. Two-step elimination to give the corresponding alkynes was controlled using 5.0 equivalents of TBAF. High yield and high selectivity require the presence of an oxygen functional group at the neighboring position of the elimination site.

Substituent Effects on Vinyl Radical Cyclizations onto Aryl Rings

Regioselective toluenesulfanyl radical addition to the C-1 carbon of propynyl benzyl ethers 2a-i leads to vinyl radicals 3a-j which mainly give methyl sulfides 9a-j and methyl ethers 8a-j through stereoselective 5-(π-endo)exo and 5-(π-exo)exo cyclization, respectively. Additionally, minor amounts of π-endo 6-membered cyclization products 5a-j and hydrogen abstraction products 4a-j are also formed. The role of steric and stereoelectronic factors in the 5-membered vs 6-membered and π-endo vs π-exo cyclization as well as the role of stabilization and polar factors has been studied. The substituent effect on the 5-(π-exo)exo cyclization has been estimated by the relative rate constants, κR, calculated for several substituents in the 4- and 3-position. Results show that stabilization and polar factors slightly affect the rate of the vinyl radical cyclization onto arene rings, which appears to be rather unselective with respect to the nature of the substituent. The nature of polar effects indicates that vinyl radicals are slightly electrophilic in character.

Propynyl benzyl ethers

Propynyl benzyl ethers having juvenile hormone-like activity which are 4-halogen, lower alkyl, lower alkoxy or propynyloxy substituted or 3,4-lower alkylenedioxy substituted and which can also be 3,5- and/or α-substituted, and insecticide compositions that include at least one propynyl benzyl ether and that can also include a conventional insect-poison.