1460-13-5

Upstream product

• 137-43-9 Cyclopentyl bromide 
• 26189-62-8 phenyl 2,2-diphenylethenyl sulfone 
• 13249-58-6 1-bromo-2,2-diphenylethylene 
• 530-48-3 1,1-Diphenylethylene 
• 946513-95-7 1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate 
• 287-92-3 Cyclopentane 
• 361447-44-1 Methyl 2-(4-bromobutyl)-4,4-diphenylbut-3-enoate 
• 361447-45-2 Methyl 1-(2,2-diphenylvinyl)-1-cyclopentanecarboxylate 
• 361447-46-3 1-(2,2-Diphenylvinyl)-1-hydroxymethylcyclopentane 
• 158660-01-6 Methyl 4,4-diphenyl-3-butenoate 
• 7498-88-6 4,4-diphenylbut-3-enoic acid 
• 361447-43-0 1-(2,2-Diphenylvinyl)-1-cyclopentanecarbaldehyde 
• 59137-57-4 2-cyclopentyl-1,1-diphenylethanol 
• 18322-54-8 ethyl cyclopentylacetate 

Downstream Products

• 1460-12-4 1-Cyclopentyl-2,2-diphenyl-aethan 

Relevant academic research and scientific papers

Access to Alkyl-Substituted Lactone via Photoredox-Catalyzed Alkylation/Lactonization of Unsaturated Carboxylic Acids

An efficient photoredox-catalyzed alkylation/lactonization reaction of unsaturated carboxylic acids by using alkyl N-hydroxyphthalimide esters as alkylation reagents has been developed. Varieties of redox-active esters derived from aliphatic carboxylic acids were proved viable in this method, affording alkyl substituted lactones in moderate to good yields. This redox-neutral procedure features mild conditions and operational simplicity, which provides a new strategy for the synthesis of alkyl substituted lactones.

Oxidative Difunctionalization of Alkynoates through Alkylation and Migration Decarboxylative Arylation

A cascade oxidative difunctionalization reaction of alkynoates for the construction of trisubstituted olefins has been developed. The process undergoes alkylation of a C-C triple bond, 1,4-aryl migration, and decarboxylation, which demonstrates a multistep radical cascade reaction for the difunctionalization of alkynoates and also represents a strategy of direct decarboxylation of esters.

Alkenylation of unactivated alkyl bromides through visible light photocatalysis

Two visible-light driven alkenylation reactions of unactivated alkyl bromides, which were enabled by the use of Ir(dF(CF3)ppy)2(dtbbpy)PF6 as the photocatalyst and (TMS)3SiH as the atom transfer reagent to activate the alkyl bromides, were described for the first time. These protocols can be used to produce a variety of alkenes from easily available feedstock with good reaction efficiency and high chemoselectivity under mild reaction conditions. To further demonstrate the applicability of the present strategy, the alkenylation of bioactive molecules and glycosyl bromides, as well as the alkynylation of unactivated alkyl bromides, was proven to be feasible.

A metal-free yne-addition/1,4-aryl migration/decarboxylation cascade reaction of alkynoates with Csp3-H centers

A metal-free cascade reaction of aryl alkynoates with five different types of radical precursors (R-H) through an yne-addition/1,4-aryl migration/decarboxylation process was reported, which allowed facile and convenient access to functionalized vinyl products with "R" and protons located at the identical carbon of the formed double bond.

Intermolecular Photocatalyzed Heck-like Coupling of Unactivated Alkyl Bromides by a Dinuclear Gold Complex

A practical protocol for a photocatalyzed alkyl-Heck-like reaction of unactivated alkyl bromides and different alkenes promoted by dinuclear gold photoredox catalysis in the presence of an inorganic base is reported. Primary, secondary, and tertiary unactivated alkyl bromides with β-hydrogen can be applied. Esters, aldehydes, ketones, nitriles, alcohols, heterocycles, alkynes, alkenes, ethers, and halogen moieties are all well tolerated. In addition to 1,1-diarylalkenes, silylenolethers and enamides can also be applied, which further increases the synthetic potential of the reaction. The mild reaction conditions, broad substrate scope, and an excellent functional-group tolerance deliver an ideal tool for synthetic chemists that can even be used for challenging late-stage modifications of complex natural products.

Rhenium-catalyzed dehydrogenative olefination of C(sp3)-H bonds with hypervalent iodine(III) reagents

A dehydrogenative olefination of C(sp3)-H bonds is disclosed here, by merging rhenium catalysis with an alanine-derived hypervalent iodine(iii) reagent. Thus, cyclic and acyclic ethers, toluene derivatives, cycloalkanes, and nitriles are all successfully alkenylated in a regio- and stereoselective manner.

New results on the triplet photoreactivity of β,γ-unsaturated aldehydes: Diastereoselective synthesis of cyclopropanecarbaldehydes

A comparative study on the triplet photoreactivity of a series of β,γ-unsaturated aldehydes and methyl ketones has been carried out. Aldehydes 14 and 20 were found to undergo the oxa-di-π-methane rearrangement yielding the corresponding cyclopropane carbaldehydes 15 and 21 diastereoselectively. Decarbonylations and 1,3-carbonyl migrations have been observed in some cases, although these reactions do not take place via a Norrish Type I mechanism.

RADIKALISCHE REAKTIONSWEGE BEI THERMISCH INDUZIERTEN UMSETZUNGEN VON ZIRCONOCENKOMPLEXEN

The formation of products 2, 3 and 4(a-l) from both the reaction of εta2-bezophenone zirconocene 1 with alkyl halides and the thermolysis of the α-(Cp2ZrCl)-substituted benzhydrylmethylether 9, the latter proceeding with anchimeric assistance of the metal, can be understood assuming a stepwise reaction path through radical intermediates.The proposed intermediate transition-metal benzophenone ketyl 12 exhibits a reaction pattern differing from analogous main-group-metal ketyls.