21763-04-2

Usage

Uses

Used in Pharmaceutical Industry:
2H-1-Benzopyran,3,4-dihydro-4-phenyl-(9CI) is used as a pharmaceutical compound for its potential therapeutic effects. The compound's unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs and therapies.
Used in Chemical Research:
In the field of chemical research, 2H-1-Benzopyran,3,4-dihydro-4-phenyl-(9CI) serves as a valuable compound for studying the properties and behavior of neoflavans. This understanding can lead to the discovery of new applications and the development of novel compounds with improved characteristics.
Used in Material Science:
2H-1-Benzopyran,3,4-dihydro-4-phenyl-(9CI) may also find applications in material science, where its unique chemical structure could be utilized to create new materials with specific properties. These materials could have potential uses in various industries, such as electronics, automotive, or aerospace.
Used in Cosmetics Industry:
The compound's potential applications extend to the cosmetics industry, where it could be used as an active ingredient in skincare or hair care products. Its unique properties may contribute to improved product performance, such as enhanced antioxidant or anti-inflammatory effects.

InChI:InChI=1/C15H14O/c1-2-6-12(7-3-1)13-10-11-16-15-9-5-4-8-14(13)15/h1-9,13H,10-11H2

Upstream product

• 493-08-3 chromane 
• 108-86-1 bromobenzene 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 7647-01-0 hydrogenchloride 
• 412343-81-8 2-(3-hydroxy-1-phenylpropyl)phenol 
• 51870-64-5 4-phenyl-2H-benzo[b]pyran 
• 92496-20-3 (3-phenoxyprop-1-yn-1‐yl)benzene 
• 93021-93-3 1-methoxy-4-((3-phenylprop-2-yn-1-yl)oxy)benzene 
• 1531-80-2 2-(benzylthio)benzoic acid 
• 4706-43-8 1-benzyl-1H-benzotriazole 
• 3384-04-1 3-chloropropyl phenyl ether 
• 22788-49-4 2-methoxyphenyl(phenyl)methanol 
• 1017394-99-8 5-phenyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine 
• 93622-12-9 N'-(chroman-4-ylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 61986-73-0 2-(1-phenylpropyl)phenol 
• 25173-82-4 (2-hydroxy-phenyl)-phenyl-acetic acid 

Relevant academic research and scientific papers

N-Atom Deletion in Nitrogen Heterocycles

Excising the nitrogen in secondary amines, and coupling the two residual fragments is a skeletal editing strategy that can be used to construct molecules with new skeletons, but which has been largely unexplored. Here we report a versatile method of N-atom excision from N-heterocycles. The process uses readily available N-heterocycles as substrates, and proceeds by N-sulfonylazidonation followed by the rearrangement of sulfamoyl azide intermediates, providing various cyclic products. Examples are provided of deletion of nitrogen from natural products, synthesis of chiral O-heterocycles from commercially available chiral β-amino alcohols, formal inert C?H functionalization through a sequence of N-directed C?H functionalization and N-atom deletion reactions in which the N-atom can serve as a traceless directing group.

Synthesis of 1-aryl- benzocycloalkane derivatives via one-pot two-step reaction of benzocyclonone, tosylhydrazide, and arylboronic acid

A metal-free one-pot two-step reductive coupling reaction of benzocyclonone, tosylhydrazide, and arylboronic acid was developed for the formation of a C(sp3)–C(sp2) bond, which enabled the efficient synthesis of 1-aryl-benzocycloalkane compounds in moderate to good yields on a multi-gram scale. Moreover, five- and six-membered benzocyclic ketones are also suitable substrates for this reaction. Notably, this protocol was also found to be suitable for synthesizing 3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-one, an important intermediate in the synthesis of indatraline.

PROCESS FOR THE PRODUCTION OF 4-SUBSTITUTED CHROMANES VIA GOLD CATALYSIS

Disclosed herein is single step process for the synthesis of 4-aryl substituted chromanes of compound of formula 2 comprising subjecting 3-aryloxy-1-phenylpropan-1-ol of formula 1 to gold(III) chloride-catalyzed intramolecular Friedel-Crafts reaction to obtain 4-aryl substituted chromanes. The invention further discloses novel 4-substituted Chromane compounds.

PROCESS FOR THE PRODUCTION OF 4-SUBSTITUTED CHROMANES VIA GOLD CATALYSIS

Disclosed herein is single step process for the synthesis of 4-aryl substituted chromanes of compound of formula 2 comprising subjecting 3-aryloxy-l-phenylpropan-l-ol of formula 1 to gold (III) chloride-catalyzed intramolecular Friedel-Crafts reaction to obtain 4-aryl substituted chromanes. The invention further discloses novel 4-substituted Chromane compounds.

Synthesis of 1-aryl-tetralins and 4-aryl-benzopyrans by sulfoxide-mediated benzylic carbocation cyclizations

An alkylation/cyclization sequence, with both steps mediated by the ortho-N-methylformamido-phenylsulfinyl function, provided two new C-C bonds and an efficient entry to 1-aryl-tetralins and 4-aryl-benzopyrans. Scope and limits of the process have been studied in detail.

Intramolecular iodoarylation reaction of alkynes: Easy access to derivatives of benzofused heterocycles

The iodoarylation reaction of heteroatom-tethered ω-aryl-alkynes offers an efficient and straightforward entry to heterocycles. As a result, both C-C ring-closing from readily available precursors, and concomitant selective iodination take place. The firs

PtIV-catalyzed cyclization of arene-alkyne substrates via intramolecular electrophilic hydroarylation

(Figure presented) We herein report that PtCl4 has proven to be a hydroarylation catalyst with an efficiency and substrate scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-yne substrates of diverse structural features, including propargyl ethers, propargylamines, and alkynoate esters, providing good to excellent yields of the 6-endo products (chromenes, dihydroquinolines, and coumarins). In contrast, Pt(II), Pd(II), and Ga(III) salts were shown to be sensitive to the substitution on the alkyne moiety.

Pt(IV)-catalyzed cyclization of arene-alkyne substrates via C-H bond functionalization

We herein report that PtCl4 has proven to be a hydroarylation catalyst with an efficiency and substrate scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-yne substrates of diverse structural features, including propargyl ethers, propargylamines, and alkynoate esters, providing good to excellent yields of the 6-endo products (chromenes, dihydroquinolines, and coumarins). In contrast, Pt(II), Pd(II), and Ga(III) salts were shown to be sensitive to the substitution on the alkyne moiety. PtCl4 is compatible with both terminal and disubstituted alkynes, as well as with various functionalities on the arene ring, including methyl, methoxyl, hydroxyl, protected amine, and halide.

Functionalized (Benzotriazol-1-yl)methanes as 1,1-Dipole Synthon Equivalents in Diverse Annulations to Aromatic and Heteroaromatic Rings

The title compounds 1a-e readily undergo deprotonation and subsequent reactions with the appropriate electrophiles to form intermediates of types 4 and 7 which, upon treatment with Lewis acids, cyclize to afford fused aromatics 5 and 8. Tetrahydronaphthalene 11a, 1,2,3,4-tetrahydrochromanes (11b-d, 13), indanes (16, 18), 9,10-dihydrophenanthrenes (21a-c, 25), and tetrahydro[1,2-α]indoles (28, 30) with phenyl, substituted phenyl, and thienyl substituents were prepared in this manner.