1258870-66-4

Basic information

• Product Name: 13-(phenyl)indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one
• Synonyms: 13-(phenyl)indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one
• CAS NO: 1258870-66-4
• Molecular Weight: 360.412
• Mol File: 1258870-66-4.mol

Chemical Properties

• CAS DataBase Reference: 13-(phenyl)indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 13-(phenyl)indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one(1258870-66-4)
• EPA Substance Registry System: 13-(phenyl)indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one(1258870-66-4)

Safety Data

• Hazardous Substances Data: 1258870-66-4(Hazardous Substances Data)

Upstream product

• 606-23-5 1H-indene-1,3(2H)-dione 
• 100-52-7 benzaldehyde 
• 135-19-3 β-naphthol 
• 5381-33-9 2-benzylidene-indan-1,3-dione 

Relevant articles and documents

Diastereoselective [3 + 3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols: Efficient assemble of immunosuppressive pentacyclic chromanes

A base promoted diastereoselective formal [3 + 3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols towards the synthesis of functionalized pentacyclic indeno[1,2-b]chromen-(4bH)-ones has been developed. This methodology is appreciated in terms of diastereoselectivity and mild conditions. In addition, the immunosuppressive assay indicates that one of the products has selective inhibition on T-cell proliferation (IC50 value of 8.73 μM).

Synthesis of a novel series of 7-hydroxy-10-aryl-10H-indeno[1,2-b]chromen-11-ones, indeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one, and indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-trione catalyzed by reusable polyvinylpolypyrrolidone-supported triflic acid

Polyvinylpolypyrrolidone-supported triflic acid (PVPP.OTf) has been used as a recyclable catalyst for synthesis of a series of 7-hydroxy-10-aryl-10H-indeno[1,2-b]chromen-11-one derivatives by condensation of aldehydes, resorcinol, and 2H-indene-1,3-dione. 13-Phenylindeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one and 12-phenyl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-trione were also synthesized by condensation of benzaldehyde, β-naphthol or 2-hydroxynaphthalene-1,4-dione, and 2H-indene-1,3-dione with PVPP.OTf as catalyst. The heterogeneous catalyst was used for four runs. This method has the advantages of high yields, simple methodology, short reaction times, and easy work-up.

A rapid and quantitative synthesis of xanthene derivatives using sulfonated graphitic carbon nitride under ball‐milling

A truly green, solventless, and fast protocol for the quantitative preparation of biologically active xanthene derivatives with 10 mol% sulfonated graphitic carbon nitride (Sg─CN) as a heterogeneous acidic catalyst was developed. Excellent yields, low cost, solvent‐free conditions, high catalytic activity, reusability of the catalyst, simple workup, and heterogeneous carbon‐based catalyst make the present method particularly attractive from a green chemistry perspective.

N-Sulfonic acid poly(4-vinylpyridinium) hydrogen sulfate as an efficient and reusable solid acid catalyst for one-pot synthesis of xanthene derivatives in dry media under ultrasound irradiation

N-Sulfonic acid poly(4-vinylpyridinium) hydrogen sulfate catalyzed efficiently the synthesis of xanthene derivatives under ultrasonic irradiation at room temperature, which has prompted various concerns involving cost and environmental persistence. This methodology shows the effect of presence of anion hydrogen sulfate as an important and effective factor on the promotion of the one-pot multi-components and condensation reactions. The catalyst can be recovered by simple filtration and used for several times without a significant loss of catalytic activity.

One-pot synthesis of indenonaphthopyrans catalyzed by copper(II) triflate: A comparative study of reflux and ultrasound methods

An effective and environment-friendly protocol for the synthesis of indenonaphthopyrans has been developed by onepot reaction of 2-naphthol, various aromatic aldehydes and 1,3-indandione, in the presence of copper(II) triflate as the catalyst while using reflux (Method A) and ultrasound (Method B). The Method B approach offers the advantages of a simple reaction method, short reaction time, excellent yield, and showcases the economic importance of the catalysts for such processes.

Phosphoric acid supported on alumina (H3PO4/Al 2O3) as an efficient and reusable catalyst for the one-pot synthesis of benzoxanthene pigments

Phosphoric acid supported on alumina (H3PO4/Al 2O3) is an efficient catalyst for the catalytic multi-component condensation reaction and a wide variety of syntheses of benzoxanthene pigments in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction, and simple experimental and work-up procedures.

Acidic ionic liquids catalyzed three-component synthesis of 12-aryl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-trione and 13-aryl-indeno[1,2-b]naphtha[1,2-e]pyran-12(13H)-one derivatives

Synthesis of 12-aryl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-trione derivatives by the three component reaction of 2-hydroxynaphthalene-1,4-dione, aldehydes, and 2H-indene-1,3-dione under solvent-free conditions at 70 °C in the presence of catalytic amount of acidic ionic liquids such as triethylammonium hydrogensulfate ([Et3NH][HSO4]), triethylamine-bonded sulfonic acid ([Et3N-SO3H]Cl), 2-pyrrolidonium hydrogensulfate ([Hnhp][HSO4]), 3-methyl-1-sulfonic acid imidazolium chloride ([Msim]Cl), and 1-methylimidazolium hydrogensulfate ([Hmim][HSO4]) is described. In addition, 13-aryl-indeno[1,2-b] naphtha[1,2-e]pyran-12(13H)-one derivatives from the reaction of β-naphthol, aldehydes, and 2H-indene-1,3-dione under thermal solvent-free conditions in the presence of mentioned catalysts is reported.

Sulfamic acid-catalyzed synthesis of 13-aryl-indeno[1,2-b]-naphtha[1,2-e] pyran-12(13H)-ones under solvent-free conditions

(Chemical Equation Presented) The reaction of β-naphthol with arylaldehydes and 2H-indene-1,3-dione in the presence of sulfamic acid (3 mol %) under solvent-free conditions led to 13-aryl-indeno[1,2-b]naphtho[1,2-e]pyran- 12(13H)-ones in good yields.

Silica chloride catalysed one-pot synthesis of 13-aryl-indeno[1,2-b] naphtha[1,2-e]pyran-12(13H)-ones under solvent-free conditions

A simple and facile synthesis of 13-aryl-indeno[1,2-b]naphtha[1,2-e]pyran- 12(13H)-ones has been accomplished by the one-pot condensation of β-naphthol, aldehydes, and 2H-indene-1,3-dione under solvent-free conditions in the presence of the heterogeneous catalyst silica chloride.