22618-48-0

Usage

Uses

1-(cyclohex-1-en-1-yl)-2-methoxybenzene is used as a chemical intermediate for creating various complex organic materials, particularly in the fields of perfumery and pharmaceuticals.
Used in Perfumery:
1-(cyclohex-1-en-1-yl)-2-methoxybenzene is used as a fragrance ingredient for its unique scent characteristics, contributing to the creation of various perfumes and fragrances.
Used in Pharmaceutical Industry:
1-(cyclohex-1-en-1-yl)-2-methoxybenzene is used as a building block in the synthesis of pharmaceutical compounds, potentially leading to the development of new drugs and medications.
Used in Synthetic Organic Chemistry Research:
1-(cyclohex-1-en-1-yl)-2-methoxybenzene is used as a research compound in the field of synthetic organic chemistry, aiding scientists in understanding the properties and potential applications of this unique chemical structure.

Upstream product

• 5720-06-9 2-Methoxyphenylboronic acid 
• 109467-74-5 phosphoric acid cyclohex-1-enyl ester diphenyl ester 
• 108-94-1 cyclohexanone 
• 579-75-9 2-Methoxybenzoic acid 
• 578-57-4 2-bromoanisole 
• 79416-02-7 1-(o-methoxyphenyl)cyclohexanol 
• 2044-08-8 1-bromocyclohex-1-ene 
• 16463-34-6 potassium 2-methoxybenzoate 
• 22524-46-5 cyclohex-1-en-1-yl 4-methylbenzenesulfonate 
• 16750-63-3 2-methoxyphenylmagnesium bromide 

Downstream Products

• 129353-33-9 1-(2'-Methoxyphenyl)-7-methylenebicyclo<4.1.0>heptane 
• 137273-41-7 2-(2-methoxyphenyl)cyclohex-2-enone 
• 1269246-97-0 6-benzyloxy-1-(2-methoxyphenyl)cyclohexene 
• 1321159-54-9 6-(4-nitrophenylamino)-1-(2-methoxyphenyl)cyclohexene 
• 58713-52-3 2'-methoxy-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 
• 854913-24-9 2-(2-methoxy-phenyl)-cyclohex-2-enol 

Relevant academic research and scientific papers

Enantiopure cis- and trans-2-(2-Aminocyclohexyl)phenols: Effective Preparation, Solid-State Characterization, and Application in Asymmetric Organocatalysis

Effective synthesis of cis- and trans-2-(2-methoxyphenyl)cyclohexylamine as well as their multigram-scale optical resolution by diastereomeric salt formation with dibenzoyl tartaric acid have been described. Assignment of absolute configurations to the enantiomers has been made by X-ray crystallography. Starting from the resolved precursor, diverse aminoalkylphenols (AAPs) having primary, secondary, and tertiary amine group as well as a quaternary ammonium phenol have been prepared as potential bifunctional organocatalysts based on the cyclohexane backbone. We furthermore report herein that AAPs carrying a primary amine and a phenolic hydroxyl group can catalyze the direct aldol reaction with high activity and setereoselectivity, and thus up to 97 % yield, 90:10 syn/anti diastereomeric ratio, and 80 % enantiomeric excess can be achieved.

Arylalkene synthesis via decarboxylative cross-coupling of alkenyl halides

A bimetallic catalyst system generated from readily available palladium(II) and copper(I) salts, 1,10-phenanthroline and tri-1-naphthylphosphine was found to efficiently mediate the decarboxylative cross-coupling of alkenyl bromides and chlorides with aromatic carboxylates. It allows the regiospecific synthesis of a broad range of aryl- and heteroarylalkenes in high yields.

N-heterocyclic carbene dichotomy in Pd-catalyzed acylation of aryl chlorides via C-H bond functionalization

The first Pd-catalyzed intramolecular acylation of aryl chlorides via C-H bond functionalization is presented. The method allows for the synthesis of a variety of elusive benzocyclobutenones with a wide range of functional groups and substitution patterns. We demonstrate that a change in the ligand backbone dictates the selectivity pattern.

N-heterocyclic carbene dichotomy in Pd-catalyzed acylation of aryl chlorides via C-H bond functionalization

The first Pd-catalyzed intramolecular acylation of aryl chlorides via C-H bond functionalization is presented. The method allows for the synthesis of a variety of elusive benzocyclobutenones with a wide range of functional groups and substitution patterns. We demonstrate that a change in the ligand backbone dictates the selectivity pattern.

FeCl3/Nal-catalyzed allylic C-H oxidation of arylalkenes with a catalytic amount of disulfide under air

This paper describes a FeCl3/NaI-catalyzed formal allylic C-H oxidation of arylalkenes using a catalytic amount of disulfide with BnOH and 4-nitroaniline as nucleophiles and air as oxidant to form the corresponding allyl ethers and amines. A possible reaction mechanism has been proposed.

Well-defined air-stable palladium HASPO complexes for efficient Kumada-Corriu cross-couplings of (Hetero)aryl or alkenyl tosylates

Palladium complexes of representative heteroatom-substituted secondary phosphine oxide (HASPO) preligands were synthesized and fully characterized, including X-ray crystal structure analysis. Importantly, these well-defined complexes served as highly efficient catalysts for Kumada-Corriu cross-coupling reactions of aryl, alkenyl, and even heteroaryl tosylates. Particularly, an air-stable catalyst derived from inexpensive PinP(O)H displayed a remarkably high catalytic efficacy, which resulted in cross-couplings at low catalyst loadings under exceedingly mild reaction conditions with ample scope.

Nickel-catalyzed cross-couplings of cyclohexenyl phosphate and arylboronic acids

The Nickel-catalyzed cross-coupling reaction of cyclohexenylphosphate with a variety of arylboronic acids is described here for the first time. This methodology opens the door to other palladium or nickel-catalyzed coupling reactions involving vinyl phosphates.