19656-95-2

Upstream product

• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 1521-51-3 rac-3-bromocyclohexene 
• 3514-86-1 2-(cyclohex-2-en-1-yl)acetyl chloride 
• 16452-34-9 2-(cyclohex-2-enyl)ethanol 
• 112052-21-8 methyl 2-(cyclohex-2-en-1-yl)acetate 
• 935-04-6 benzyl vinyl ether 
• 822-67-3 Cyclohex-2-enol 
• 34939-28-1 dimethyl 2-(cyclohex-2-en-1-yl)malonate 
• 76644-52-5 rac-3-acetoxycyclohexene 
• 1372709-52-8 C₁₀H₁₇NO₂ 
• 6305-63-1 diethyl 2-(cyclohex-2-enyl)malonate 
• 21331-58-8 ethyl (cyclohexen-3-yl)acetate 
• 110-83-8 cyclohexene 
• 7012-38-6 2-chlorocyclohexyl 2-chloroethyl ether 

Downstream Products

• 92294-64-9 7-chloro-3-cyclohex-2-enylmethyl-3,4-dihydro-2H-benzo[1,2,4]thiadiazine 1,1-dioxide 
• 21538-72-7 6-chloro-3-cyclohex-2-enylmethyl-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 1550-96-5 3-cyclohex-2-enylmethyl-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 3675-31-8 2-(cyclohex-2-enyl)acetic acid 
• 17639-69-9 5-(1-methylene-2-cyclohexenyl)hydantoin 
• 223484-79-5 N'-(2-cyclohex-2-enyl-ethyl)-N-phenyl-hydrazinecarbodithioic acid methyl ester 
• 880645-28-3 (2-cyclohex-2-enylethyl)prop-2-ynylamine 
• 16562-82-6 β-(cyclohexen-2-yl)alanine 
• 317337-95-4 C₁₀H₁₄N₂ 
• 82700-05-8 2-(cyclohex-2-en-1-yl)acetonitrile 
• 123729-78-2 N-<2-cyano-3-(cyclohex-2-enyl)propionyl>-N,N'-di-t-butylurea 
• 123729-77-1 (E)-3-(3-nitroallyl)cyclohexene 
• 223484-73-9 N'-(benzo[1,3]dioxole-5-carbonyl)-N'-(2-cyclohex-2-enyl-ethyl)-N-phenyl-hydrazinecarbodithioic acid methyl ester 
• 221617-23-8 N-[2-(cyclohex-2-enyl)ethyl]-6-iodo-1,3-benzodioxole-5-methanamine 

Relevant academic research and scientific papers

Highly efficient Narasaka-Heck cyclizations mediated by P(3,5-(CF 3)2C6H3)3: Facile access to N-heterobicyclic scaffolds

N-heterobicyclic scaffolds: Highly efficient palladium-catalyzed cyclizations of oxime esters with cyclic alkenes were used as a general entry to perhydroindole and related scaffolds. The chemistry is reliant upon the use of P(3,5-(CF3)2/

Method for synthesizing natural product gamma-lycorane

The invention discloses a method for synthesizing a natural product gamma-lycorane. A classical Johnson-claisen rearrangement reaction, an I2 catalyzed N heterocyclic construction reaction, a palladium-catalyzed coupled ring closing reaction and the like

Tandem Pd(II)-catalyzed vinyl ether exchange-claisen rearrangement as a facile approach to γ,δ-unsaturated aldehydes

(Chemical Equation Presented) A sequential allyl vinyl ether formation-Claisen rearrangement process catalyzed by a palladium(II)- phenanthroline complex is reported. The effects of allylic alcohol structure, type of vinylating agent, and palladium catalysts are discussed. This method provides a convenient approach to γ,δ unsaturated aldehydes under mild conditions that avoid the use of toxic Hg(II) catalysts. The new methodology has been successfully demonstrated on the kilogram scale.

Oxidative cyclizations in a nonpolar solvent using molecular oxygen and studies on the stereochemistry of oxypalladation

Oxidative cyclizations of a variety of heteroatom nucleophiles onto unactivated olefins are catalyzed by palladium(II) and pyridine in the presence of molecular oxygen as the sole stoichiometric oxidant in a nonpolar solvent (toluene). Reactivity studies of a number of N-ligated palladium complexes show that chelating ligands slow the reaction. Nearly identical conditions are applicable to five different types of nucleophiles: phenols, primary alcohols, carboxylic acids, a vinylogous acid, and amides. Electronrich phenols are excellent substrates, and multiple olefin substitution patterns are tolerated. Primary alcohols undergo oxidative cyclization without significant oxidation to the aldehyde, a fact that illustrates the range of reactivity available from various Pd(II) salts under differing conditions. Alcohols can form both fused and spirocyclic ring systems, depending on the position of the olefin relative to the tethered alcohol; the same is true of the acid derivatives. The racemic conditions served as a platform for the development of an enantioselective reaction. Experiments with stereospecifically deuterated primary alcohol substrates rule out a "Wacker-type" mechanism involving anti oxypalladation and suggest that the reaction proceeds by syn oxypalladation for both mono- and bidentate ligands. In contrast, cyclizations of deuterium-labeled carboxylic acid substrates undergo anti oxypalladation.

4-SUBSTITUTED IMIDAZOLE-2-THIONES AND IMIDAZOL- 2-ONES AS AGONISTS OF THE ALPHA- 2B AND ALPHA-2C ADRENERGIC RECEPTORS

Compounds of Formula (I): where X is S and the variables have the meaning defined in the specification are specific or selective to alpha2B and/or alpha2C adrenergic receptors in preference over alpha2A adrenergic receptors, and as such have no or only minimal cardivascular and/or sedatory activity. These compounds of Formula (I) are useful as medicaments in mammals, including humans, for treatment of diseases and or alleviations of conditions which are responsive to treatment by agonists of alpha2B adrenergic receptors. Compounds of Formula (I) where X is O also have the advantageous property that they have no or only minimal cardivascular and/or sedatory activity and are useful for treating pain and other conditions with no or only minimal cardivascular and/or sedatory activity.

Radical cyclizations - Synthesis of γ-lycorane

(+)-γ-Lycorane has been synthesized in ten steps from piperonylic alcohol. Two radical reactions were used successively to build the D and B rings. A formal synthesis of (+)-γ-lycorane was achieved via an optically active unsaturated aldehyde intermediate

Radical cyclizations. A convergent total synthesis of (±)-γ-Lycorane

(±)-γ-Lycorane has been synthesized in 10 steps from piperonylic alcohol. Two radical reactions were used successively to build the D and B rings.

Mechanism of chorismate mutase: Contribution of conformational restriction to catalysis in the Claisen rearrangement

The mechanism of the enzyme- and antibody-catalyzed Claisen rearrangement of chorismate to prephenate was investigated experimentally on model compounds and by using quantum chemistry calculations at the Becke3LYP/6-31G* level of theory. Conformational re

Cohalogenation of alkenes in ethylene oxide: Efficient methodology for the preparation of allyl vinyl ether precursors of γ,δ-unsaturated aldehydes

An investigation of the cohalogenation-dehydrohalogenation sequence as a method for the preparation of allyl vinyl ethers from simple olefins has been performed. Alkenes 1a-k react with bromide or chloride in the presence of ethylene oxide at -80°C to for

COMBINATION CLAISEN-NITRILE OXIDE ANNULATION. A STRATEGY FOR RING CONSTRUCTION WITH RIGID STEREOCONTROL DICTATED BY AN ALLYLIC HYDROXYL GROUP.

A new method for annulation of rings onto existing allylic alcohol derivatives is presented.The sequence involves Claisen rearrangement followed by nitrile oxide-olefin cycloaddition.Control of relevant stereochemistry is emphasized.