82278-33-9

Usage

Physical state

White to pale yellow solid

Uses

主要用于有机合成，作为引入环戊烷羰基进入其他分子的试剂。

Key intermediate

在制药和农用化学品生产中是关键中间体。

Biological activity

能够形成各种生物活性化合物。

Other applications

用于制造染料、香水和调味料。

Safety precautions

强力刺激物，应在实验室环境中小心处理。

Upstream product

• 80789-75-9 1-(4-methylphenyl)cyclopentane-1-carboxylic acid 
• 68983-70-0 1-(4-methylphenyl)cyclopentane-1-carbonitrile 

Downstream Products

• 874895-85-9 4,4-dimethyl-2-(1-p-tolylcyclopentyl)oxazoline 
• 916923-24-5 1-p-tolyl-cyclopentanecarboxylic acid [2-(4-methoxy-phenyl)-ethyl]-amide 

Relevant academic research and scientific papers

Synthesis and Biological Activity of Arylcyclopentane-1-carboxylic Acids Aminoesters

1-Arylcyclopentane-1-carboxylic acids were synthesized by alkaline hydrolysis of the corresponding nitriles. Reactions of the acid chlorides with N,N-dialkylaminoalkyl-and hetarylalkylalkanols provided new aminoester derivatives of 1-arylcyclopentane-1-carboxylic acids. Sympatholytic and adrenolytic activity of the obtained amino esters hydrochlorides was studied.

Remote C-H bond functionalization reveals the distance-dependent isotope effect

Iodination of remote aryl C-H bonds has been achieved using palladium acetate as the catalyst and iodoacetate (IOAc) as the oxidant. Systematic kinetic isotope studies imply a mechanistic regime shift as the number of bonds separating the directing heteroatom and the target C-H bond increases. Both isotope and electronic effects observed in remote C-H bond activation are consistent with an electrophilic palladation pathway in which the initial palladation is slower than the C-H bond cleavage.

Palladium-catalyzed alkylation of aryl C-H bonds with sp3 organotin reagents using benzoquinone as a crucial promoter

The combination of directed C-H activation, batch-wise addition of tetraalkyltin reagents, and rate enhancement by benzoquinone and microwave irradiation provides a promising strategy for the direct coupling of C-H bonds with organometallic reagents. A variety of tetraalkyltins were coupled to C-H bonds to give the alkylated products in good yields by using 5 mol % Pd(OAc)2 as the catalyst. Benzoquinone was shown to be essential for the C-H activation when substrates containing non-π-conjugated chelating groups are used. Monitoring the formation and reductive elimination of the Pd(Ar)(Me)L2 complex also revealed that benzoquinone promotes the reductive elimination step. Microwave irradiation enhances the reaction rate drastically. The versatility of this protocol was demonstrated by using substrates containing either oxazoline or pyridine as directing groups. Copyright

Discovery and in vitro/in vivo studies of tetrazole derivatives as Kv1.5 blockers

A novel class of tetrazole-derived Kv1.5 blockers is disclosed. In in vitro studies, several compounds had IC50s ranging from 180 to 550 nM. In vivo studies indicated that compounds 2f and 2j increased right atrial ERP about 40% without affecting ventricular ERP.