24654-54-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Propenal, 3-(4-chlorophenyl)-2-methylis used as an intermediate in the synthesis of pharmaceuticals for its ability to react with other compounds to form new molecules with potential therapeutic properties.
Used in Organic Compounds Synthesis:
2-Propenal, 3-(4-chlorophenyl)-2-methylis used as an intermediate in the synthesis of various organic compounds due to its reactivity and ability to form new chemical entities with different applications.
It is important to handle this chemical with care as it is a potential irritant to the skin, eyes, and respiratory system, and prolonged exposure may cause adverse health effects.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 123-38-6 propionaldehyde 
• 113237-62-0 [(E)-3-(4-Chloro-phenyl)-2-methyl-prop-2-en-(E)-ylidene]-phenyl-amine 
• 103305-31-3 (E)-3-(4-Chlorophenyl)-2-methylprop-2-en-1-ol 
• 92576-43-7 ethyl 3-(4-chlorophenyl)-2-methyl-2-propenoate 
• 78-84-2 isobutyraldehyde 
• 108-90-7 chlorobenzene 

Downstream Products

• 80317-56-2 3-(4-chlorophenyl)-2-methyl-2-propen-1-ol 
• 56790-89-7 (E)-1-(4-chlorophenyl)-2-methyl-2-buten-1-one 
• 80317-57-3 1-chloro-4-(3-chloro-2-methyl-1-propenyl)benzene 
• 80317-47-1 4-chloro-α-(1-methyl-1-propenyl)benzenemethanol 
• 80317-54-0 (E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one 
• 80317-39-1 (E)-2-<<3-(4-chlorophenyl)-2-methyl-2-propenyl>thio>-1-methyl-1H-imidazole 
• 80317-49-3 4-chloro-α-<1-methyl-3-(tetrahydro-2H-pyran-2-yl)-1-propenyl>benzenemethanol 
• 80317-41-5 2-<<3-(4-chlorophenyl)-1,2-dimethyl-2-propenyl>thio>-1-methyl-1H-imidazole 
• 80317-44-8 2-<<3-(4-chlorophenyl)-2-methyl-1-<(tetrahydro-2H-pyran-2-yl)methyl>-2-propenyl>thio>-1-methyl-1H-imidazole 
• 1449584-20-6 2-(4-chlorophenyl)-3-methyl-7,7-diphenyl-7,8-dihydropyrano[4,3-b]pyran-5(2H)-one 

Relevant academic research and scientific papers

Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen-Bond-Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton-Transfer

We report an enantioselective Nazarov cyclization catalyzed by chiral hydrogen-bond-donors in concert with silyl Lewis acids. The developed transformation provides access to tri-substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π-electrocyclization C?C bond-forming step followed by rate- and enantio-determining proton-transfer as the mode of catalysis. (Figure presented.).

Copper-Catalyzed Stereospecific Hydroboration of Internal Allylic Alcohols

An effective Cu-catalyzed stereospecific hydroboration of aliphatic and aromatic 1,1,2-trisubstituted internal allylic alcohols has been reported. This reaction proceeds via a silyl ether transient protection of allylic alcohols and subsequent stereospecific hydroboration. Followed by an oxidative workup, an array of acyclic, cyclic, and heterocyclic 1,3-diols was synthesized in good to excellent yields with good functional group tolerance and excellent diastereomeric ratios (> 20:1).

Gold(I)-Catalyzed 1,3-Carbofunctionalizations of Anthranils with Vinyl Propargyl Esters to Yield 1,3-Dihydrobenzo[ c]-isoxazoles

This work describes gold-catalyzed 1,3-carbofunctionalizations of anthranils with vinyl propargyl esters to form 1,3-dihydrobenzo[c]-isoxazoles. Excellent diastereoselectivity has been achieved to yield products containing three stereogenic carbons. These

Dehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups

An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde β-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C=C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

Enantioselective Nazarov Cyclizations Catalyzed by an Axial Chiral C6F5-Substituted Boron Lewis Acid

A chiral variant of B(C6F5)3 with a 3,3′-disubstituted binaphthyl backbone is shown to catalyze Nazarov cyclizations with high levels of enantio- and diastereocontrol. The parent B(C6F5)3 a

One-Pot l-Proline-Mediated Stereoselective α-C(sp2)–H Fluorination of α,β-Unsaturated Aldehydes through Methoxyfluorination–Elimination

A one-pot, two-step l-proline-mediated stereoselective α-C(sp2)–H fluorination of α,β-unsaturated aldehydes towards their corresponding (Z)-α-fluoro-α,β-unsaturated aldehydes has been developed. The first step utilises Selectfluor as a fluorinating agent in CH3NO2/MeOH forming (Z)-α-fluoro-α,β-unsaturated aldehydes and their corresponding dimethyl acetals through methoxyfluorination-elimination. In the second step, water is added to promote the hydrolytic cleavage of the dimethyl acetals. The obtained (Z)-α-fluoro-α,β-unsaturated aldehydes were smoothly reduced to the corresponding alcohols by using NaBH4.

Assembly of indenamine derivatives through in situ formed N-sulfonyliminium ion initiated cyclization

An expedient route to structurally diverse indenamine derivatives through condensation of the readily accessible substituted cinnamylaldehydes and sulfonylamines under the catalysis of FeCl3 has been developed, featuring high efficiency in the generation of two bonds and one ring in a single-step and water as the only by-product. This journal is the Partner Organisations 2014.

Neutral nazarov-type cyclization catalyzed by palladium(0)

Joining the circle: The first Pd0 catalyzed Nazarov-type cyclization of diketoesters (see scheme) proceeds in 70 % to 95 % yield under strictly neutral pH conditions. Aryl substitution of the diketoesters is not required, so the reaction shows great versatility and can also proceed with aliphatic substrates. Copyright

An organocatalytic asymmetric nazarov cyclization

An organocatalytic asymmetric Nazarov cyclization of diketoesters that proceeds by means of a dual activation mechanism has been developed. Screening of a number of catalysts led to a new thiourea that incorporates a primary amino group. The method gives rise to cyclic products with two adjacent quaternary asymmetric carbon atoms, one of which is an all-carbon stereocenter, with complete or nearly complete diastereoselectivity and in high or very high enantiomeric excess. A brief and very convenient synthesis of the acyclic diketoester starting materials through nucleophilic addition to a ketene is also described.

Tetraalkylammonium and 1,3-dialkylimidazolium salts with fluorinated anions as recoverable phase-transfer catalysts in solid base-promoted cross-aldol condensations

Tetraalkylammonium and 1,3-dialkylimidazolium tetrafluoroborates and hexafluorophosphates were employed for the first time as recoverable phase-transfer catalysts in multiphase reactions of CH-acids, in particular in solid base-pro-moted cross-aldol condensations. The catalysts retained their catalytic activity over several reaction cycles.