58134-02-4

Usage

General Description

2,2,7,7-Tetramethyl-2,6,7,8-tetrahydro-chromen-5-one is a chemical compound with the molecular formula C15H20O2. It is a derivative of chromen-5-one and belongs to the class of organic compounds known as coumarins. 2,2,7,7-TETRAMETHYL-2,6,7,8-TETRAHYDRO-CHROMEN-5-ONE is used in the production of fragrances and flavors due to its pleasant odor and taste. It also has potential applications in the pharmaceutical industry, as it exhibits antioxidant and anti-inflammatory properties, which makes it suitable for use in medicinal formulations. Additionally, it has been studied for its potential as a natural food preservative and as a means to inhibit the growth of harmful microorganisms.

InChI:InChI=1/C13H18O2/c1-12(2)7-10(14)9-5-6-13(3,4)15-11(9)8-12/h5-6H,7-8H2,1-4H3

Upstream product

• 107-86-8 3,3-dimethyl acrylaldehyde 
• 126-81-8 dimedone 
• 3471-13-4 dimedone 

Relevant academic research and scientific papers

Lipase-catalyzed regioselective domino reaction for the synthesis of chromenone derivatives

An efficient synthesis of 2H-chromenones and 2-hydroxyl-2H-chromenones derivatives has been developed from 1,3-dicarbonyls and α,β-unsaturated aldehydes by a controllable regioselective domino cyclization reaction under catalysis of different lipases. 2H-Chromenones derivatives were synthesized by bovine pancreatic lipase (BPL) in acetonitrile, while lipase from Pseudomonas fluorescens (PFL) can catalyze the synthesis of the 2-hydroxyl-2H-chromenones derivatives in dichloromethane with moderate to high yields.

Green one-pot synthesis of 2h-pyrans under solvent-free conditions catalyzed by ethylenediammonium diacetate

Ethylenediammonium diacetate readily catalyzes the Knoevenagel-type condensation between 1,3-dicarbonyl substrates and ,-unsaturated aldehydes at room temperature under solvent-free conditions. This rapid, efficient, and convenient one-pot approach to the

Microwave-assisted solvent and catalyst free synthesis of 2H-Pyrans

This paper describes a simple and efficient method involving domino Knovenegal/6π electrocyclization for the preparation of a variety of 2H-pyrans using microwave irradiation under solvent- and catalyst-free conditions. This method offers the advantages of a green approach, high yields, and short reaction times. Sixteen compounds (9a-p) were obtained in good to excellent yields using the procedure.

Environmentally benign, one-pot synthesis of pyrans by domino Knoevenagel/6π-electrocyclization in water and application to natural products

In water medium, environmentally benign, facile, and efficient synthesis of pyrans was achieved in good yields by the reactions of a variety of cyclic 1,3-dicarbonyls with several α,β-unsaturated aldehydes. The key strategy was a formal [3+3] cycloaddition by domino Knoevenagel/6π- electrocyclization. This methodology was applied to the synthesis of biologically interesting pyranocoumarin, pyranoquinolinone, and pyranonaphthoquinone derivatives along with selected natural and non-natural products. The Royal Society of Chemistry 2010.

Metal-free Bronsted acid catalyzed formal [3 + 3] annulation. Straightforward synthesis of dihydro-2H-chromenones, pyranones, and tetrahydroquinolinones

(Chemical Equation Presented) Bronsted acids catalyze the addition of enolizable β-diketones, β-ketoesters, and vinylogous amides to α,β-unsaturated aldehydes to lead to substituted chromenones, pyranones, and tetrahydroquinolinones in good yields under mild reaction conditions via a formal [3 + 3] cycloaddition.

Bronsted acid-catalyzed synthesis of pyrans via a formal [3+3] cycloaddition

Bronsted acids catalyze the addition of enolizable ss-keto esters to α,ss-unsaturated aldehydes leading to substituted 2H-pyrans in good yields under mild conditions via a formal [3+3] cycloaddition.

A Lewis acid-catalyzed formal [3 + 3] cycloaddition of α,β- unsaturated aldehydes with 4-hydroxy-2-pyrone, diketones, and vinylogous esters

A Lewis acid-catalyzed formal cycloaddition of α,β-unsaturated aldehydes with 6-methyl-4-hydroxy-2-pyrone, 1,3-diketones, and vinylogous silyl esters is described here.