15074-17-6

Usage

InChI:InChI=1/C10H8O3/c1-6-9(11)7-4-2-3-5-8(7)13-10(6)12/h2-5,12H,1H3

Upstream product

• 33697-58-4 diphenyl 2-methylmalonate 
• 609-08-5 Diethyl methylmalonate 
• 108-95-2 phenol 
• 40523-60-2 methyl propionylsalicylate 
• 66-76-2 dicoumarol 
• 73754-71-9 3-Ureidomethylen-<2H,4H>-benzopyran-2,4-dion 
• 144224-84-0 2-(dimethylamino)-3-methyl-4H-1-benzopyran-4-one 
• 7446-70-0 aluminium trichloride 
• 7664-93-9 sulfuric acid 
• 860375-44-6 (2-acetoxy-benzyl)-methyl-malonic acid diethyl ester 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 90-02-8 salicylaldehyde 
• 140-88-5 ethyl acrylate 

Downstream Products

• 74316-25-9 2-chloro-1-(2-hydroxyphenyl)-1-propanone 
• 2445-82-1 3-methylcoumarine 

Relevant academic research and scientific papers

Preparation of 4-Hydroxy-3-Substituted, 2H-1-Benzopyran-2-ones and 2H-1-Benzothiopyran-2-ones from Carboxylic Esters and Methyl Salicylates or Methyl Thiosalicylate

C(α)-Carboxylic acid esters were treated with excess lithium diisopropylamide, condensed with methyl salicylates or methyl thiosalicylate, followed by acid cyclization to either 4-hydroxy-3-substituted, 2H-1-benzopyran-2-ones (coumarins), or 2H-1-benzothiopyran-2-ones (thiocoumarins).

Copper(II)-Catalyzed Tandem Reaction: Synthesis of Furo[3,2- c]coumarin Derivatives and Evaluation for Photophysical Properties

An efficient protocol for synthesizing furo[3,2-c]coumarin derivatives is described. The novel reaction could afford the desired furocoumarins with good to excellent yields in a mild and rapid manner. Large substrate scope screening and scale-up preparation have also been accomplished, and selected compounds were evaluated for their photophysical properties.

Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation

A Rh-catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation of acrylates and acrylamides using salicylaldehydes is described. This protocol under phosphine-free Rh-catalyzed conditions provided 4-hydroxy-3-methylcoum

NEW ANTIBACTERIAL COMPOUNDS

The present invention relates to novel antibacterial compounds, pharmaceutical compositions containing them and their use as antimicrobials.

A Baker-Venkataraman retro-Claisen cascade delivers a novel alkyl migration process for the synthesis of amides

A simple extension of the carbamoyl Baker-Venkataraman rearrangement has been developed. If residual water in the reaction is not strictly excluded a Baker-Venkataraman retro-Claisen cascade takes place, giving amide products, in which an alkyl group apparently migrates between two functionalities of the substrate.

Synthesis of 3-aminomethyl-4-hydroxycoumarins and their retro-Mannich reaction in dimethyl sulfoxide

Hydrogenation of 3-formyl-4-hydroxycoumarin aliphatic imines leads to 3-aminomethyl-4-hydroxycoumarins, which undergo a retro-Mannich reaction in dimethyl sulfoxide containing even traces of water.

Synthesis of coumarins, 4-hydroxycoumarins, and 4-hydroxyquinolinones by tellurium-triggered cyclizations

Coumarins, 4-hydroxycoumarins, and 4-hydroxyquinolin-2(1H)-ones can be conveniently prepared by treatment of α-halocarboxylic acid esters of salicylaldehyde, o-hydroxyacetophenone, methyl salicylate, and methyl N-methyl- or N-phenylanthranilates with sodium or lithium telluride. Phenylketene formation competes with cyclization of the α-chlorophenylacetate ester of methyl salicylate as demonstrated by a trapping experiment with benzylamine. Elemental tellurium may be recovered and reused.

Directed ortho metalation-cross coupling links. Carbamoyl rendition of the Baker-Venkataraman rearrangement. Regiospecific route to substituted 4- hydroxycoumarins

A new carbamoyl Baker-Venkataraman rearrangement (4) which allows a general synthesis of substituted 4-hydroxycoumarins 8 in 43-82% overall yields is described; the intermediate arylketones 6 are efficiently prepared (59-91% yields) via a Directed ortho Metalation - Negishi cross coupling protocol from arylcarbamates 5 and the overall sequence provides a regiospecific anionic Friedel-Crafts complement for the construction of ortho-acyl phenols and coumarins.