166823-93-4

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 
• 20725-25-1 1,3-bis(4-chlorophenyl)prop-2-en-1-one 
• 99-91-2 para-chloroacetophenone 
• 19672-59-4 (E)-1,3-di(4-chlorophenyl)-2-propen-1-one 

Downstream Products

• 20725-25-1 1,3-bis(4-chlorophenyl)prop-2-en-1-one 
• 1438892-63-7 (E)-3-(1,3-bis(4-chlorophenyl)allyl)-2-methyl-1H-indole 
• 1373490-32-4 (E)-4,4'-(3-ethoxyprop-1-ene-1,3-diyl)bis(chlorobenzene) 
• 1373490-30-2 (E)-(1,3-bis(4-chlorophenyl)allyl)(propyl)sulfane 
• 195192-51-9 1,3-di-(4-chlorophenyl)-2-propenyl acetate 

Relevant academic research and scientific papers

Catalyzed enantioselective synthesis of allyl alcohols from aldehydes and alkenylboronic acids

Enantiomerically enriched (E)-allyl alcohols can be prepared in good yields by asymmetric alkenylation of aldehydes with alkenylboronic acids catalyzed by a chiral ferrocene-based agent. Georg Thieme Verlag Stuttgart.

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.

Preparation and Application of Amino Phosphine Ligands Bearing Spiro[indane-1,2′-pyrrolidine] Backbone

P,Nsp3-bidentate chiral ligands bearing spiro[indane-1,2′-pyrrolidine] backbone were prepared in gram scale for the first time. Pd complexes of these air-stable amino phosphine ligands could catalyze asymmetric allylic substitutions of malonate-, alcohol-, and amine-type nucleophiles in up to 97percent ee and 99percent yield. A crystal structure of [Pd(II)(η3-1,3-diphenylallyl)(ligand)]PF6 indicated possible transition states of the catalytic reactions. These ligands are characteristic of a very rigid backbone, which is simple but highly effective. They rival C2-symmetric bisphosphine, P,Nsp2-bidentate, and P,Nsp3-bidentate ligands in tested allylic substitutions. ?

A catalytic allylic cation-induced intermolecular allylation-semipinacol rearrangement

A catalytic intermolecular semipinacol rearrangement induced by allylic carbocations has been realized. This tandem reaction is highly efficient under the catalysis of ZnBr2, generating a wide range of α-homoallyl substituted ketones which contain all-carbon quaternary centres in good to excellent yields (up to 98%) with moderate to high diastereoselectivities (up to >20?:?1). Synthetic application of this novel methodology in the construction of core structures of natural products is also reported.

Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway

An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.

Organocatalytic α-Allylation of α-Branched Aldehydes by Synergistic Catalysis of Br?nsted Acids and Amines

Herein, we describe the first, fully organocatalytic Tsuji–Trost-type direct α-allylation of α-branched aldehydes by the combined use of N-triflyl amides and secondary amines. Aliphatic, aromatic aldehydes as well as allyl alcohols are converted into the

Copper-catalyzed oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles

A mild and convenient oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles is uncovered by employing trimethylsilyl azide (TMSN3) as a nitrogen source in the presence of a catalytic amount of copper(II) perchlorate hexahydrate [Cu(ClO4)2 .6 H2O] (5 mol%) and 2,3-dichloro-5,6-dicyano-para- benzoquinone (DDQ) (1.2 equiv.) as an oxidant. This reaction is performed under ambient conditions and proceeds through C-C bond cleavage.

Chiral Bronsted acid catalyzed enantioselective intermolecular allylic aminations

This paper describes an enantioselective intermolecular allylic amination catalyzed by a chiral Bronsted acid via a possible chiral contact ion pair intermediate. A variety of symmetrical or unsymmetrical allylic alcohols can be smoothly aminated to affor

Electrophilic addition of allylic carbocations to 2-cyclopropylidene-2- arylethanols: A strategy to 3-oxabicyclo[3.2.0]heptanes

We have developed an electrophilic addition of allylic carbocations to 2-cyclopropylidene-2-arylethanols constructing carbon-carbon bonds with excellent regio- and stereoselectivities. The reaction affords 3-oxabicyclo[3.2.0]heptanes in moderate to good y

Allylic activation across an Ir-Sn heterobimetallic catalyst: Nucleophilic substitution and disproportionation of allylic alcohol

A nucleophilic substitution of allylic alcohols with carbon (arene, heteroarene, allyltrimethylsilane, and 1,3-dicarbonyl compound), sulfur (thiol), oxygen (alcohol), and nitrogen (sulfonamide) nucleophiles has been demonstrated using an in house developed [Ir(COD)(SnCl3)l(μ-Cl)]2 heterobimetallic catalyst in 1,2-dichloroethane to afford the corresponding allylic products in moderate to excellent yields. In 4-hydroxycoumarin, allylation occurs at the 3-position. The diaryl-substituted allylic alcohols undergo disproportionation in presence of the heterobimetallic catalyst to provide the corresponding alkenes and chalcones. An electrophilic mechanism is proposed from Hammett correlation study.