124267-26-1

Upstream product

• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 124267-25-0 3-[(trimethylsilyl)ethynyl]-2-cyclohexen-1-one 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 4301-14-8 acetylenemagnesium bromide 
• 38693-58-2 1-ethynyl-cyclohex-2-en-1-ol 
• 5682-75-7 3-chloro-2-cyclohexenone 
• 930-68-7 cyclohexenone 

Downstream Products

• 139541-80-3 3-(3,3-Dimethyl-but-1-enylidene)-2-methyl-cyclohexanone 
• 139541-89-2 3-((Z)-1,3,3-Trimethyl-but-1-enyl)-cyclohex-2-enone 
• 29179-03-1 (E)-3-(prop-1-en-1-yl)cyclohex-2-en-1-one 
• 29179-04-2 3-propenyl-2-cyclohexenone 
• 124267-31-8 3-(3,3-dimethylbutenyl)-2-cyclohexenone 
• 124267-32-9 3-(3,3-dimethylbutenyl)-2-cyclohexenone 
• 164201-12-1 (+/-)-(E)-3-(2'-methoxyvinyl)cyclohex-2-enol 
• 367966-66-3 3-(1-Propyl-1,4,5,6-tetrahydro-pyridin-3-yl)-cyclohex-2-enone 
• 335258-97-4 3-[4-Oxo-7-(3-oxo-cyclohex-1-enylethynyl)-4,5-dihydro-3H-benzo [b][1,4]diazepin-2-yl]-benzonitrile 
• 1132674-96-4 3-[2-(2-amino-phenylsulfanyl)-vinyl]-cyclohex-2-enone 
• 1224432-91-0 (Z)-3-ethynylcyclohex-2-enoneoxime 
• 1224432-90-9 (E)-3-ethynylcyclohex-2-enoneoxime 
• 1270183-53-3 C₁₂H₁₈O 
• 1270183-50-0 (3R)-3-(but-3-enyl)-3-etynylcyclohexanone 

Relevant academic research and scientific papers

Construction of spirofused tricyclic frameworks by NHC-catalyzed intramolecular stetter reaction of a benzaldehyde tether with a cyclic exsnone

Various benzaldehyde tethers with a cyclic enone were prepared from commercially available 2-hydroxybenzaldehydes via a three-step sequence involving triflate formation, Sonogashira cross-coupling, and regioselective hydrogenation. These substrates were t

Identification and Implementation of Biocatalytic Transformations in Route Discovery: Synthesis of Chiral 1,3-Substituted Cyclohexanone Building Blocks

Several biocatalytic approaches for the preparation of optically pure methyl 3-oxocyclohexanecarboxylates (S)-, (R)-1 and 3-oxocyclohexanecarbonitriles (S)-, (R)-2 have been successfully demonstrated. Screening of reaction-focused enzyme collections was used to identify initial hits using three enzymatic strategies. Reaction optimization and scale-up enabled the production of chiral intermediates for route scouting efforts on scales of up to 100 g. The enzymes applied in these processes (lipases, enoate reductases, and nitrilases) have been shown to be robust catalysts for drug manufacturing and represent a green alternative to conventional methods to access these chiral cyclohexanone building blocks.

Fluorinated pyridylacetylene derivatives as tracers

The invention relates to a novel compound of formula (I) wherein F is 19F or 18F, in free base or acid addition salt form. In its radioactive form with 18F, the compound is useuful as a marker for radioimaging of brain and

The cinchona primary amine-catalyzed asymmetric epoxidation and hydroperoxidation of α,β-unsaturated carbonyl compounds with hydrogen peroxide

Using cinchona alkaloid-derived primary amines as catalysts and aqueous hydrogen peroxide as the oxidant, we have developed highly enantioselective Weitz-Scheffer-type epoxidation and hydroperoxidation reactions of α,β-unsaturated carbonyl compounds (up to 99.5:0.5 er). In this article, we present our full studies on this family of reactions, employing acyclic enones, 5-15-membered cyclic enones, and α-branched enals as substrates. In addition to an expanded scope, synthetic applications of the products are presented. We also report detailed mechanistic investigations of the catalytic intermediates, structure-activity relationships of the cinchona amine catalyst, and rationalization of the absolute stereoselectivity by NMR spectroscopic studies and DFT calculations.

Development of [18F]-PSS223 as a PET tracer for imaging of metabotropic glutamate receptor subtype 5 (mGluR5)

Involvement of metabotropic glutamate receptor subtype 5 (mGluR5) in physiological and pathophysiological processes in the brain has been demonstrated, and hence mGluR5 has emerged as an important drug target. [ 11C]-ABP688 is clinically the mo

Synthesis and evaluation of novel α-fluorinated (E)-3-((6- methylpyridin-2-yl)ethynyl)cyclohex-2-enone-O-methyl oxime (ABP688) derivatives as metabotropic glutamate receptor subtype 5 PET radiotracers

In the search for an optimal fluorine-18-labeled positron emission tomography (PET) radiotracer for imaging metabotropic glutamate receptor subtype 5 (mGluR5), we have prepared a series of five α-fluorinated derivatives based on the ABP688 structural mani

Highly enantioselective and regioselective copper-catalyzed 1,4 addition of grignard reagents to cyclic enynones

In this letter we describe an unusual result in terms of regioselectivity with respect to copper-catalyzed conjugate additions of various Grignard reagents to cyclic enynones. The use of Cu(OTf)2 and NHC ligand L1 as the catalyst combination in CH2Cl2 led to the unique formation of the 1,4 adduct. This selectivity does not follow the general trend previously observed in the literature using extended Michael acceptors. Moreover these reactions allowed for the creation of a quarternary stereogenic center with enantioselectivities up to 97% ee.

Lewis acid-catalyzed oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO

Two methods for the oxidative rearrangement of tertiary allylic alcohols have been developed. Most of tertiary allylic alcohols studied were oxidized to their corresponding transposed carbonyl derivatives in excellent to fair yields by reaction with TEMPO in combination with PhIO and Bi(OTf)3 or copper (II) chloride in the presence or not of oxygen. Other primary oxidants of TEMPO such as PhI(OAc)2, mCPBA, and Oxone were unsatisfactory giving the enone in modest to low yields.

Copper-catalyzed aerobic oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO

A mild method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted enones using a TEMPO/CuCl2 system, in the presence of molecular sieves, is described. Depending on the substrate, CuCl2 was used in either a catalytic amount under an oxygen atmosphere or stoichiometrically. Georg Thieme Verlag Stuttgart.

IBS-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with oxone

A 2-iodoxybenzenesulfonic acid (IBS)-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with powdered Oxone in the presence of potassium carbonate and tetrabutylammonium hydrogen sulfate has been developed.