80356-15-6

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 104-54-1 3-Phenylpropenol 
• 103-54-8 cinnamyl acetate 
• 104-65-4 cinnamyl formate 
• 29268-75-5 3,3-Dichloro-1-phenyl-1-propene 
• 13372-81-1 cinnamaldoxime 
• 13686-96-9 nonane-1,5-diol 
• 104-55-2 3-phenyl-propenal 

Relevant academic research and scientific papers

Microwave accelerated tetrahydropyranylation and detetrahydropyranylation of alcohols, phenols, and thiols catalyzed by hydrated zirconia

A solvent free and expeditious method for tetrahydropyranylation and detetrahydropyranylation of alcohols, phenols and thiols is described using hydrated zirconia and 3,4-dihydro-2H-pyran (DHP). A comparison of this microwave-accelerated reaction with conventional heating condition is also presented.

Zwitterionic imidazolium salt: An efficient organocatalyst for tetrahydropyranylation of alcohols

An aprotic imidazole based zwitterionic-salt, 4-(3-methylimidazolium)-butane sulfonate has been found to be an efficient organocatalyst for tetrahydropyranylation by the reaction of 3,4-dihydro-2H-pyran (DHP) and different aliphatic alcohols as well as various phenolic compounds. The notable advantages of the present method are general applicability to various alcohols, clean reaction, production of no hazardous waste, open air reaction conditions and high yields. The catalyst can be reused without the loss of significant catalytic activity.

Magnetic nanoparticle-supported DABCO tribromide: A versatile nanocatalyst for the synthesis of quinazolinones and benzimidazoles and protection/deprotection of hydroxyl groups

1,4-Diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles (MNPs-DABCO tribromide) as a novel heterogeneous tribromide type compound was found to be an efficient and reusable nanocatalyst for the one-pot synthesis of 2-arylquinazolin-4(3H)-ones and 2-aryl-1H-benzo[d]imidazoles through oxidative cyclization of aldehydes with 2-aminobenzamides and 1,2-phenylenediamine, respectively. Also, MNPs-DABCO tribromide catalyzed trimethylsilylation/tetrahydropyranylation and desilylation/depyranylation of a wide variety of alcohols and phenols through changing the solvent medium at room temperature.

Introduction of a New Ionic Liquid Catalyst for the Trimethylsilyl and Tetrahydropyranyl Protection of Alcohols

1,1'-Disulfo-[2,2'-bipyridine]-1,1'-hydrogen sulfate, BiPy(SO3H)2(HSO4)2, is prepared and identified as a new ionic liquid. This reagent was used for the promotion of the chemoselective trimethylsilyl and tetrahydropyranyl protection of alcohols. All reactions were performed under mild reaction conditions in high to excellent yields. Ease of the preparation of the heterogeneous catalyst, simplicity and easy work-up procedure, high reaction rates, and recyclability and reusability of the catalyst are the main advantages of this method.

Tetrahydropyranylation of alcohols in the presence of a slightly basic, heterogeneous titanium catalyst

4 ? molecular sieve modified with titanium (IV) is an efficient heterogeneous catalyst for the tetrahydropyranylation of alcohols under mild, slightly basic reaction conditions. The catalyst can be reused with good yield after a simple treatment with dichloromethane.

3,5-Dinitrobenzoic acid catalyzed synthesis of 2,3-unsaturated O- and S-glycosides and tetrahydropyranylation of alcohols and phenols

A simple procedure for the synthesis of 2,3-unsaturated glycosides in acetonitrile and tetrahydropyranylation of alcohols and phenols in dichloromethane in the presence of 3,5-dinitrobenzoic acid is described. A variety of alcohols and thiols are reacted with glycals to give the desired products in high yields with high α-selectivity.

Mild and efficient chemoselective tetrahydropyranylation of alcohols using bronsted acidic ionic liquid as catalyst under solvent-free conditions

A straightforward and efficient method for preparation of morpholinium bisulfate ([mroH]HSO4) as a novel acidic ionic liquid is reported. The application of this efficient and inexpensive acidic ionic liquid catalyst for tetrahydropyranylation of alcohols under mild and solvent-free conditions at room was investigated.

Synthesis of sulfonic acid functionalized carbon catalyst from glycerol pitch and its application for tetrahydropyranyl protection/deprotection of alcohols and phenols

A novel carbon catalyst with -SO3H, -OH and -COOH functional groups was prepared from glycerol pitch by in situ partial carbonization and sulfonation with sulfuric acid. The activity of the catalyst was investigated through tetrahydropyranylation and dehydropyranylation of a wide variety of alcohols and phenols at room temperature by changing the solvent medium from dichloromethane to methanol. Excellent yields, short reaction times, easy and quick isolation of the products and reusability of the catalyst are the main attractions of this method. The novel carbon catalyst holds great potential in the green chemical processes.

Tetrahydropyranylation of alcohols over modified zeolites

A catalytic amount of Moβ enables tetrahydropyranylation of various alcohols, phenols and naphthols under mild reaction conditions at room temperature in moderate to excellent yields within short reaction times is presented. The catalyst Moβ is reused without significant loss of activity. The product isolation is simple and environmentally benign.

Carbon tetrabromide/sodium triphenylphosphine-m-sulfonate (TPPMS) as an efficient and easily recoverable catalyst for acetalization and tetrahydropyranylation reactions

A solid complex, conveniently prepared from carbon tetrabromide and sodium triphenylphos-phine-m-sulfonate (TPPMS), can be used as an easily recoverable catalyst for the selective acetalization of aldehydes and tetrahydropyranylation of alcohols. The catalyst can be recovered by simple pre-cipitation with ether and can be reused at least 7 times without loss of catalytic activity.