166824-01-7

Upstream product

• 1669-54-1 (E)-1-(4-methylphenyl)-3-phenyl-2-propen-1-ol 
• 104-87-0 4-methyl-benzaldehyde 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 100-52-7 benzaldehyde 
• 4224-87-7 4-methyl-chalcone 
• 122-00-9 para-methylacetophenone 
• 98-86-2 acetophenone 
• 88330-56-7 2-Methyl-5-phenyl-3-p-tolyl-isoxazolidine 
• 22252-14-8 (E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one 

Downstream Products

• 4224-87-7 4-methyl-chalcone 
• 134539-87-0 1-methyl-4-(3-phenyl-1-propen-1-yl)benzene 
• 134539-86-9 1-methyl-4-(3-phenyl-2-propen-1-yl)benzene 
• 4224-96-8 3-phenyl-1-p-tolylprop-2-en-1-one 
• 1352733-26-6 (E)-5-(4-methylstyryl)-1-phenyl-1H-tetrazole 
• 1352733-07-3 (E)-5-styryl-1-(p-tolyl)-1Htetrazole 
• 1669-50-7 1-phenyl-3-(4-tolyl)propan-1-one 
• 62056-37-5 1-methyl-4-[(1E)-3-phenylprop-1-en-1-yl]benzene 
• 134430-88-9 (2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide 
• 365410-94-2 trans-N-phenyl-3-tolyl propeneamide 

Relevant academic research and scientific papers

Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant

The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).

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.

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.

NaH mediated isomerisation-allylation reaction of 1,3-substituted propenols

A base mediated isomerisation-allylation protocol of 1,3-disubstituted propenols has been established. The use of diaryl and aryl-silyl substrates is reported alongside the use of substituted allyl bromides. Mechanistic experiments have also been conducted to elucidate the reaction pathway. The Royal Society of Chemistry 2013.

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.

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.

Reduction of α,β unsaturated carbonyl compounds by Ni2+-BH-4

The reduction of α,β unsaturated carbonyl compounds by sodiumborohydride is catalysed by Ni(bpy)Cl2 (bpy = 2,2′-bipyridine). Various carbonyl compounds having the general formula R1CH=CHCRO [where R1, R = C6H5, H; p-MeO-C6H4-,C6H4; p-CH3-C6H4, C6H5; (m-OMe-)(p-OMe-)C6H3, C6H5; C6H5, (CH3)2CH-; CH3, H; W-Br-C6H4-, C6H5] are reduced to corresponding allylicalcohol [R1CH=CHCRHOH] at 25°C within half an hour. During these reductions the double bond is partially reduced to give saturated alcohols as minor products having the molecular formula R1CH2CH2CRHOH. The reduction of trans-3-phenyl-2-propenal with NaBH4 and catalytic amounts of Ni(bpy)Cl2 in solvents containing active deuterium (D2O, CD3OD), leads to the partial incorporation of deuterium at the α and γ positions to give C-D bonded alcohols.

N,O-HETEROCYCLES. XVI. DIRECT CONVERSION OF SOME ISOXAZOLIDINES INTO ALCOHOLS VIA α,β-ENONES

The 1,3-dipolar cycloadducts between nitrones and alkenes are converted into alcoholic derivatives by trimethyl phosphate and by subsequent reduction.The reaction of the substituted isoxazolidines, exempt of further functionalities, proceeds under the action of TMP through a sequence of steps including a Hofmann-like elimination with electronic-controlled orientation indicated also by thermochemical calculations.The overall process leads to the formation of saturated and unsaturated alcohols as known for the reduction step.