85670-60-6

Upstream product

• 56680-78-5 3-isopropoxy-propionyl chloride 
• 67-63-0 isopropyl alcohol 
• 768-03-6 Phenyl vinyl ketone 
• 69438-62-6 acide phenyl-1 dibromo-2,2 cyclopropane carboxylique 
• 936-59-4 3-chloropropiophenone 
• 93-55-0 1-phenyl-propan-1-one 
• 98-86-2 acetophenone 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 3587-58-4 isopropoxymethyl chloride 

Downstream Products

• 122-97-4 3-Phenyl-1-propanol 
• 75834-24-1 3-Phenyl-5-hexen-1-ol 
• 2845-28-5 (+/-)-3-phenylpentan-1-ol 
• 13662-16-3 3-isopropoxy-1-phenylpropan-1-ol 

Relevant academic research and scientific papers

Probing the Effects of Heterocyclic Functionality in [(Benzene)Ru(TsDPENR)Cl] Catalysts for Asymmetric Transfer Hydrogenation

A range of TsDPEN catalysts containing heterocyclic groups on the amine nitrogen atom were prepared and evaluated in the asymmetric transfer hydrogenation of ketones. Bidentate and tridentate ligands demonstrated a mutual exclusivity directly related to their function as catalysts. A broad series of ketones were reduced with these new catalysts, permitting the ready identification of an optimal catalyst for each substrate and revealing the subtle effects that changes to nearby donor groups can exhibit.

Additive-Free Isomerization of Allylic Alcohols to Ketones with a Cobalt PNP Pincer Catalyst

Catalytic isomerization of allylic alcohols in ethanol as a green solvent was achieved by using air and moisture stable cobalt (II) complexes in the absence of any additives. Under mild conditions, the cobalt PNP pincer complex substituted with phenyl groups on the phosphorus atoms appeared to be the most active. High rates were obtained at 120 °C, even though the addition of one equivalent of base increases the speed of the reaction drastically. Although some evidence was obtained supporting a dehydrogenation–hydrogenation mechanism, it was proven that this is not the major mechanism. Instead, the cobalt hydride complex formed by dehydrogenation of ethanol is capable of double-bond isomerization through alkene insertion–elimination.

Cu-catalyzed sequential dehydrogenation-conjugate addition for β-functionalization of saturated ketones: Scope and mechanism

The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse ketones to couple with a wide range of nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. The detailed mechanistic studies including kinetic studies, KIE measurements, identification of reaction intermediates, EPR and UV-visible experiments were conducted, which reveal that this reaction proceeds via a novel radical-based dehydrogenation to enone and subsequent conjugate addition sequence.

Oxa-Michael addition promoted by the aqueous sodium carbonate

An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.

Platinum-catalyzed multi-step reaction of propargyl alcohols with N-heteroaromatics

N-Methyl indole reacts with but-2-yn-1-ol in the presence of PtCl 2 in MeOH giving indole derivatives having a substituted 3-oxobutyl group at the 3-position in good yield. Under the reaction conditions, various substituted indoles and substituted propargyl alcohols are successfully involved in the reaction giving the corresponding addition products in good to moderate yields. The catalytic reaction can be further extended to N-phenyl pyrrole. In the present multi-step reaction, PtCl2 likely plays dual roles: as the catalyst for the rearrangement of proparg-yl alcohols to the corresponding alken-yl ketones and as the catalyst for the addition of indoles to the alkenyl ke-tones. Experimental evidence is provided to support the proposed mechanism.

Rhodium-catalyzed addition of alcohols to terminal enones

[Rh(COD)(OMe)]2 was found to catalyze the addition of aliphatic and aromatic alcohols with terminal enones to afford β-alkoxyketones in high yields.

Silver ion-assisted solvolysis of 2,2-dibromo-1-phenylcyclopropanecarboxylic acid: Solvent-dependent competition between decarboxylation and ring closure

The solvolysis of the title compound has been studied in several alcohols (methanol, 2,2,2-trifluoroethanol, isopropyl alcohol, tert-butyl alcohol and ,1,1,3,3,3-hcxafluoro-2-propanol [HFP]) in the presence of an excess of silver trifluoroacetale. In all solvents the corresponding butenolide, 4-bromo-3-phenyl-2(5H)-furanone, was a major or the predominant product. Another product formed in all solvents but HFP was (Z)-4-alkoxy-3-bromo-2-phenyl-2-butenoic acid, which resulted from solvent attack on intermediate allylic cations. Furthermore, both 3-alkoxy-1-phenyl-1-propyne and 3-alkoxy-1-phenyl-1-propanone were formed except when reactions were performed in HFP; their formation involved decarboxylation and their total yield was 15-40%. Acta Chemica Scandinavica 1998.

Palladium(II)-catalyzed Alkoxylation and Acetoxylation of Alkenes

Addition of alcohols or acetic acid to alkenes activated by carbonyl or acetal is catalyzed by PdCl2(MeCN)2 to give the corresponding ethers and esters.

REACTIONS OF α-HETEROATOM-SUBSTITUTED ETHERS AND SULFIDES WITH SILYL ENOL ETHERS. CHEMOSELECTIVITY IN THE CLEAVAGE OF HETEROATOM-CARBON BONDS BY IODOTRIMETHYLSILANE AND TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE

Reactions of α-heteroatom substituted ethers and related compounds (R1R2CXY; X, Y = RO, RS and Cl) with silyl enol ethers and ketene silyl acetals took place in the presence of iodotrimethylsilane (Ia) and trimethylsilyl triflate (Ib) as a catalyst and factors influencing the activation of the heteroatom by I were examined.