6169-78-4

Usage

Uses

Used in Pharmaceutical Synthesis:
2,3,4,5-Tetrahydro-1-benzoxepin is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the creation of a wide range of drug molecules, making it a valuable component in the development of new medications.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 2,3,4,5-Tetrahydro-1-benzoxepin is employed as a building block for the synthesis of other complex organic compounds. Its versatility in forming different molecular structures makes it an essential component in the creation of novel organic molecules for various applications.

InChI:InChI=1/C10H12O/c1-2-7-10-9(5-1)6-3-4-8-11-10/h1-2,5,7H,3-4,6,8H2

Upstream product

• 6786-30-7 3,4-dihydro-1-benzoxepin-5(2H)-one 
• 3360-41-6 4-phenyl-butan-1-ol 
• 87280-00-0 1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene 

Downstream Products

• 111038-85-8 (E)-3-Phenyl-1-(2,3,4,5-tetrahydro-benzo[b]oxepin-7-yl)-propenone 
• 147394-48-7 7-benzoyl-1-benzoxepane 
• 147394-49-8 (2-Fluoro-phenyl)-(2,3,4,5-tetrahydro-benzo[b]oxepin-7-yl)-methanone 
• 93591-69-6 7-bromo-2,3,4,5-tetrahydro-1-benzoxepine 

Relevant academic research and scientific papers

Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis

A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp3)-H and C(sp2)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.

Conformational analysis of 3-substituted-2,3,4,5-tetrahydro-1-benzoxepin by 1H and 13C nuclear magnetic resonance

2,3,4,5-Tetrahydro-1-benzoxepin (8) and its 3-substituted derivatives (9-13) have been studied by 1H and 13C dynamic nuclear magnetic resonance in a few solvent systems.The results show that, while 8 and its methyl derivative 9 exist solely in chair forms (C for 8 and Ce:Ca (96:4) for 9), the twist-boat (TB) conformation contributes significantly to the conformational equilibra of the derivatives 3-methoxy 10 (Ca:Ce:TB, 70:20:10), 3,3-dimethyl 11 (C:TB, 90:10), 3,3-methylmethoxy 12 (Ca:Ce:TB, 89:4:7), and 3,3-dimethoxy 13 (C:TB, 92:8).The analysis of several factors (steric, electrostatic, and electronic) on the conformational behaviour of these molecules shows why the TB form is a viable conformational alternative to destabilized chair forms in this benzoxepin system.

Rate Constants for the Cyclisation of Some Aryl Radicals bearing Unsaturated ortho-Substituents

Rate constants and Arrhenius parameters have been determined for ring-closure of o-alkenyl- and o-alkenyloxy-aryl radicals, and for deuterium atom transfer from tributyltin deuteride.

Oxidation of Arylalkanols by S2O82--CuII

Products of oxidation of a series of arylalkanols by S2O82--CuII in acetic acid and acetonitrile are consistent with initial oxidation to aryl radical cations followed by either loss of a benzylic proton or C-C bond scission and subsequent oxidation of intermediate benzylic radicals by CuII to final products. 1-Arylalkanols (ArCHOHR)react by both paths, C-C bond scission increasing with stability of the radical R.. 2-Arylalkanols (ArCH2CHOHR) give chiefly C-C bond scission to benzyl radicals and RCHO.The 3- and 4-arylalkanols undergo chiefly proton loss, and the resulting radicals are oxidized with cyclization to chromans and 2-phenylfurans, respectively, both of which may by oxidized in turn to further products.