876149-55-2

Upstream product

• 30186-18-6 4'-bromo-2'-hydroxyacetophenone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 288067-35-6 4-bromo-2-hydroxy-benzonitrile 

Downstream Products

• 18442-22-3 7-Bromo-2,3-dihydro-4H-chromen-4-one 
• 1159978-70-7 3,7-dibromo-4H-chromen-4-one 

Relevant academic research and scientific papers

TBN-triggered, manipulable annulations of: O -hydroxyarylenaminones for divergent syntheses of oximinochromanones and oximinocoumaranones

Divergent synthesis provides an indispensable route to rapid acquisition of structurally diverse chemical scaffolds from identical starting materials. Herein, we describe unprecedented divergent annulations of o-hydroxyarylenaminones promoted by tert-butyl nitrite (TBN) under mild conditions. Two different types of benzo-oxa-heterocycle, including oximinochromanones and oximinocoumaranones, were smoothly assembled with a broad substrate scope and good functional group compatibility.

Application of E1cB Elimination in Asymmetric Organocatalytic Cascade Reactions to Construct Polyheterocyclic Compounds

By introducing a carbon functionality at 2-position of chromane, the formal asymmetric functionalization of the 3-position of 2-substituted chromane has been realized via a highly chemo-, regio-, and stereoselective organocatalytic cascade reaction in a sequential one-pot manner involving an E1cB mechanism governed ring-opening process. Critical to our success was the design of a chiral dipeptide-based bifunctional acid-base organocatalyst, which exhibited high catalytic activity at low catalyst loading (1-0.1 mol %), leading to biologically interesting polyheterocyclic compounds.

Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides

A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones has been developed, affording a highly efficient approach to synthesize a variety of α-alkylated coumarins and β-alkylated chromones. The reaction proceeded smoothly without adding any ligand or additive and provided the corresponding products containing a wide scope of functional groups in moderate to excellent yields. This protocol was highlighted by its high regioselectivity, readily available starting materials, and operational simplicity.

Selectfluor-Mediated Tandem Cyclization of Enaminones for the Synthesis of 3-Fluorochromones

An efficient synthesis of various 3-fluorochromones (3-fluoro-4 H -chromene-4-ones) from enamino ketones by using Selectfluor is described. The key step in the synthesis involves tandem fluorination and cyclization to form 3-fluorochromones in good yields. The significant features of this method include simple operational procedures, a high purity of the product, and excellent regioselectivity.

CHROMANE-SUBSTITUED TETRACYCLIC COMPOUNDS AND USES THEREOF FOR TREATMENT OF VIRAL DISEASES

Disclosed are novel chromane-substituted tetracyclic compounds of Formula (I), and pharmaceutically acceptable salts thereof, wherein A, A', R2 R3, R4 and R5 are as defined in the description. Also disclosed are compositions comprising a chromane-substituted tetracyclic compound, and methods of using the chromane-substituted tetracyclic compounds for treating or preventing HCV infection in a patient.

Convenient and Rapid Synthesis of 3-Selenocyanato-4 H -chromen-4-ones

A sequential one-pot, simple and convenient method is described for the synthesis of 3-selenocyanato-4 H -chromen-4-ones by addition, first of DMF-DMA and then of triselenodicyanide as electrophile.

Expedient chemoselective and catalyst-free synthesis of 3,3-difluorochroman-4-ones from o-hydroxyarylenaminones and Selectfluor

An expedient and mild strategy for the synthesis of unconventional 2-(dimethylamino)-3,3-difluorochroman-4-one derivatives from o-hydroxyarylenaminones and Selectfluor was developed at room temperature under catalyst-free conditions. This method showed excellent chemoselectivity and great functional groups tolerance.

A catalyst-free approach to 3-thiocyanato-4H-chromen-4-ones

A facile and efficient approach to 3-thiocyanato-4H-chromen-4-ones was realized at room temperature. In the presence of KSCN and K2S2O8, various enaminones underwent thiocyanation and cyclization, affording 3-thiocyanatochromenones in good yields. In addition, one-pot synthesis of 3-thiocyanatochromenones from 2-hydroxylacetophenones was also developed.

LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS

Compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or diagnose diseases, disorders, or conditions associated with one or more of the lysophosphatidic acid receptors are provided.