16274-33-2

Usage

Uses

Used in Fragrance and Perfume Industry:
2,2-Dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran is used as a fragrance ingredient for its pleasant and appealing scent, contributing to the creation of various perfumes and fragrances.
Used in Food and Beverage Industry:
In the food and beverage sector, 2,2-Dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran serves as a flavoring agent, enhancing the taste and aroma of different products.
Used in Pharmaceutical Industry:
2,2-Dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran is utilized in the pharmaceutical industry due to its potential antimicrobial properties, which can be harnessed for developing treatments and medications.
Used in Cosmetic Industry:
2,2-Dimethyl-3,4-dihydro-2H-naphtho[1,2-b]pyran is also applied in the cosmetic industry, capitalizing on its antifungal properties to improve the efficacy and safety of various cosmetic products.

Upstream product

• 4707-32-8 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione 
• 598-25-4 Dimethylallene 
• 90-15-3 α-naphthol 
• 16274-34-3 2-(3-methyl-2-butenyl)-1-naphthol 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 21568-04-7 2,2-dimethylnaphtho[1,2-b]pyran-4-one 
• 84-79-7 Lapachol 
• 78-79-5 isoprene 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 105417-14-9 2-(1-hydroxynaphthyl) isobutenyl ketone 
• 556-82-1 3-methyl-2-buten-1-ol 
• 115-18-4 2-methyl-3-buten-2-ol 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 34577-39-4 2-methyl-4-(naphthalen-1-yl)butan-2-ol 

Relevant academic research and scientific papers

Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis

A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp3)-H and C(sp2)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.

Catalytic Tandem and One-Pot Dehydrogenation-Alkylation and -Insertion Reactions of Saturated Hydrocarbons with Alcohols and Alkenes

The ruthenium-hydride catalyst has been successfully used for the tandem sp3 C-H dehydrogenation-alkylation reaction of saturated hydrocarbon substrates with alcohols to form the alkyl-substituted alkene and arene products. The analogous one-pot dehydrogenation-insertion of saturated ketones with alkenes and dienes directly yielded synthetically useful 2-alkylphenol and benzopyran products in a highly regio- and stereoselective manner without forming any wasteful byproducts. (Chemical Equation Presented).

Annulation of phenols: Catalytic behavior of conventional and 2d zeolites

Catalytic behavior of MFI zeolites differing in thickness of nanosheets and ordering was studied in annulation of phenols, and compared with 3D zeolites BEA and MFI containing large or medium pores as well as with micro/mesoporous zeolite USY. The highest

Mesoporous and hexagonally ordered CuAl-SBA-15-catalyzed tandem C-C and C-O bond formation between phenols and allylic alcohols

A novel mesoporous catalyst, CuAl-SBA-15, with a hexagonally ordered porous structure prepared via a soft-templating approach in a highly acidic medium is used for tandem C-C and C-O bond formation between phenols and allylic alcohols to afford a variety of dihydrobenzopyrans in good yields. The catalyst is also found to be highly active for the synthesis of vitamin E and can be recycled several times without significant loss of its activity.

Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system

(Chemical Equation Presented) The combination of a molybdenum complex (CpMoCl(CO)3 or [CpMo(CO)3]2) and o-chloranil was used as a catalyst in the [3 + 3] cyclocoupling of phenols and allylic alcohols under microwave heating conditions. Substituted chromans were selectively obtained in moderate to good isolated yields.

Reusable scandium/ionic liquid catalyst system for sequential C-C and C-O bond formations between phenols and dienes with atom economy

Mild, efficient, and atom economical sequential C-C/C-O bond formations between phenols and dienes using the reusable catalyst system, Sc(OTf) 3-[bmim] [PF6], have been developed to afford in good yields a variety of dihydrobenzopyran and dihydrobenzofuran ring systems, which are important motifs in both naturally occurring and biologically active compounds. In these reactions the ionic liquid acts as not only an efficient additive but also an immobilizing agent for facilitating catalyst recycling. Georg Thieme Verlag Stuttgart.

Ag(I)-catalyzed sequential C-C and C-O bond formations between phenols and dienes with atom economy

Mild, efficient, and economical Ag(I)-catalyzed sequential C-C/C-O bond formations between phenols and dienes were developed to afford in good yields a variety of dihydrobenzopyran and dihydrobenzofuran ring systems, which are important motifs in both naturally occurring and biologically active compounds.

Synthesis and vasorelaxant activity of 4-(cyclic amido)-2H-naphtho[1,2-b]pyrans

A series of 4-(cyclic amido)-2H-naphtho[1,2-b]pyrans related to cromakalim (1) has been prepared and their vasorelaxant activities on isolated rat thoracic aorta precontracted with phenylephrine have been evaluated. The relaxant mechanism of 3a was found not through ATP-sensitive K+ channels as cromakalim, but through opening voltage-sensitive K+ channels.

Two expedient syntheses of β-lapachone

Two short syntheses of β-llapachone (1) from readily available naphthols 2a,b and 3-methylbut-2-enal via a mild phenylboronic acid-mediated cyclization to 2H-chromenes 3a,b is reported.

Convenient Syntheses of Naturally Occurring Angular and Linear Naphthopvrans

A convenient synthesis of naturally occurring angular naphthopyrans and their 6-demethoxy derivatives is described starting from 2-acetyl-1-naphthols along with the synthesis of linear naphthopyrans from 3-acetyl-2-naphthol.