40243-84-3

Upstream product

• 89691-57-6 1-(2,4-dimethoxyphenyl)ethan-1-ol 
• 151-10-0 1,3-Dimethoxybenzene 
• 74-86-2 acetylene 
• 67-56-1 methanol 
• 7664-93-9 sulfuric acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 829-20-9 2',4'-dimethoxyacetophenone 
• 19493-09-5 Methylenetriphenylphosphorane 
• 17715-69-4 1-Bromo-2,4-dimethoxybenzene 
• 75927-49-0 pinacol vinylboronate 

Downstream Products

• 91-52-1 2,4 dimethoxybenzoic acid 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 20578-92-1 (E)-3,5,2',4'-tetramethoxystilbene 
• 13398-65-7 2,4-dimethoxy-phenethyl alcohol 
• 1240471-31-1 2,4-dimethoxy-3'-amino-trans-stilbene 
• 50-00-0 formaldehyd 
• 1357012-36-2 N-(4-(2,4-dimethoxyphenyl)-3,4-dihydronaphthalen-2-yl)-N-methylmethanesulfonamide 
• 1380341-72-9 (E)-ethyl 4-(2,4-dimethoxyphenyl)-2,2-dimethylbut-3-enoate 
• 1380341-55-8 (E)-ethyl 4-(2,4-dimethoxyphenyl)-2-methylbut-3-enoate 
• 1433901-06-4 (E)-1-(3-(2-bromophenyl)prop-1-en-1-yl)-2,4-dimethoxybenzene 
• 56048-59-0 2-(2,4-dimethoxyphenyl)-1,3-benzothiazole 

Relevant academic research and scientific papers

Ruthenium catalyzed synthesis method of primary amine

The invention belongs to the field of organic synthesis, and discloses a ruthenium catalyzed synthesis method of primary amine. A ruthenium complex is taken as a catalyst; and a compound (A) and a compound (B) carry out reactions to obtain a compound (C); wherein R1 represents hydrogen or an alkyl group; R2 represents hydrogen or an alkyl group; R3 represent hydrogen, an alkyl group, or a phenyl group; R4 represent one of following structures shown in the description; n represents 0, 1, 2, or 3; R5 represents an alkyl group, an alkoxyl group, an ester group, a phenyl group, or a halogen atom,when n>=2, at least two R5(s) can be identical or different, m represents 0, 1, 2, or 3, R6 represents an alkyl group, an alkoxyl group, an ester group, or a halogen atom, and when m>=2, at least twoR6(s) can be identical or different. The method has the advantages of simple operation, mild conditions, small using amount of catalysts, wide substrate application range, no need of inert gas, and high yield.

Synthesis and antiproliferative activity of 3- and 7-styrylcoumarins

A series of styrylcoumarins were obtained via Mizoroki-Heck reactions between 3-bromo-4-methyl-7-(octyloxy)-2H-chromen-2-one or 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate and functionalized styrenes. The structures of the products were elucidated by spectroscopic analysis. All compounds were evaluated against SW480 and CHO-K1 cell lines. A number of hybrids showed good antiproliferative activity. Among the tested compounds, hybrids 6e, 10c, and 10d, exhibited the highest activity (IC50- SW480/48h = 6,92; 1,01 and 5,33 μM, respectively) and selectivity (IS48h = >400; 67,8 and 7,2, respectively). In addition, these compounds were able to preserve their activities over time. The results achieved by these hybrids were even better than the lead compounds (coumarin and resveratrol) and the standard drug (5-FU). As regards structure-activity relationship it seems that the location of the styryl group on the coumarin structure and the presence of the hydroxyl group on the phenyl ring were determinant for the activity.

COMPOUNDS AND THE USE THEREOF IN METATHESIS REACTIONS

The disclosure provides Group 6 complexes, which, in some embodiments, are useful for catalyzing olefin metathesis reactions. In some embodiments, the compounds are compounds of the following formula (I) wherein: M is a Group 6 metal atom; X is an oxygen

A catalytic diastereoselective formal [5+2] cycloaddition approach to azepino[1,2-a]indoles: Putative donor-acceptor cyclobutanes as reactive intermediates

A catalytic formal [5+2] cycloaddition approach to the diastereoselective synthesis of azepino[1,2-a]indoles is reported. The reaction presumably proceeds through a Lewis acid catalyzed formal [2+2] cycloaddition of an alkene with an N-indolyl alkylidene b-amide ester to form a donor-acceptor cyclobutane intermediate, which subsequently undergoes an intramolecular ring-opening cyclization. Azepine products are formed in up to 92% yield with high degrees of diastereose-lectivity (up to 34:1 d.r.).

A one-pot procedure for methylenating carbonyl compounds using the Nysted reagent and titanocene dichloride

The combination of the Nysted reagent and titanocene dichloride methylenates aldehydes and ketones to give alkenes, and in a microwave-assisted process, esters and lactones give enol ethers. The methylenating agent in this one-pot procedure is presumed to be titanocene methylidene, which is the same reactive intermediate as that generated from Tebbe, Petasis and Grubbs reagents, each of which have to be prepared before use.

Synthetic access to optically active isoflavans by using allylic substitution

A general approach to the (S)- and (R)-isoflavans was invented, and efficiency of the method was demonstrated by the synthesis of (S)-equol ((S)-3), (R)-sativan ((R)-4), and (R)-vestitol ((R)-5). The key step is the allylic substitution of (S)-6a (Ar1=2,4-(MeO)2C6H3) and (R)-6b (Ar1=2,4-(BnO)2C6H3) with copper reagents derived from CuBr·Me2S and Ar2-MgBr (7a, Ar2=4-MeOC6H4; 7b, 2,4-(MeO)2C6H3; 7c, 2-MOMO-4-MeOC6H3), furnishing anti SN2′ products (R)-8a and (S)-8b,c with 93-97% chirality transfer in 60-75% yields. The olefinic part of the products was oxidatively cleaved and the Me and Bn groups on the Ar1 moieties was then removed. Finally, phenol bromide 9a and phenol alcohols 9b,c underwent cyclization with K2CO3 and the Mitsunobu reagent to afford (S)-3 and (R)-4 and -5, respectively.

Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer

A series of new resveratrol analogues were designed and synthesized and their inhibitory activities against aromatase were evaluated. The crystal structure of human aromatase (PDB 3eqm) was used to rationalize the mechanism of action of the aromatase inhibitor 32 (IC50 0.59 μM) through docking, molecular mechanics energy minimization, and computer graphics molecular modeling, and the information was utilized to design several very potent inhibitors, including compounds 82 (IC50 70 nM) and 84 (IC50 36 nM). The aromatase inhibitory activities of these compounds are much more potent than that for the lead compound resveratrol, which has an IC50 of 80 μM. In addition to aromatase inhibitory activity, compounds 32 and 44 also displayed potent QR2 inhibitory activity (IC 50 1.7 μM and 0.27 μM, respectively) and the high-resolution X-ray structures of QR2 in complex with these two compounds provide insight into their mechanism of QR2 inhibition. The aromatase and quinone reductase inhibitors resulting from these studies have potential value in the treatment and prevention of cancer.

New synthetic route to (S)-(-)-equol through allylic substitution

Allylic substitution of allylic picolinate 5 with a copper reagent derived from p-MeOC6H4MgBr (6) and CuBr·Me2S produced the anti SN2′ product 7 with high regioselectivity and efficient chirality transfer. Oxidative cleavage of the olefinic function to the alcohol followed by bromination afforded bromide 16, which upon demethylation and intramolecular ether ring formation furnished (S)-(-)-equol (3).

Optimization of polystyrene-supported triphenylphosphine catalysts for aza-Morita-Baylis-Hillman reactions

A series of polar group functionalized polystyrene-supported phosphine reagents were examined as catalysts in the aza-Morita-Baylis-Hillman reactions of N-tosyl arylimines and a variety of Michael acceptors with the aim of identifying the optimal polymer/solvent combination. For these reactions JandaJel-PPh3 (1 mmol PPh3/g loading) resin containing methoxy groups (JJ-OMe-PPh3) on the polystyrene backbone in THF solvent provided the highest yield of all the catalyst/solvent combinations examined. The methyl ether groups were incorporated into JJ-OMe-PPh3 using commercially available 4-methoxystyrene, and thus such polar polystyrene resins are easily accessible and should find utility as nucleophilic catalyst supports.