870011-18-0

Basic information

• Product Name: acetaldehyde o-iodophenyl ethyl acetal
• Synonyms: acetaldehyde o-iodophenyl ethyl acetal
• CAS NO: 870011-18-0
• Molecular Weight: 292.117
• Mol File: 870011-18-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: acetaldehyde o-iodophenyl ethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: acetaldehyde o-iodophenyl ethyl acetal(870011-18-0)
• EPA Substance Registry System: acetaldehyde o-iodophenyl ethyl acetal(870011-18-0)

Safety Data

• Hazardous Substances Data: 870011-18-0(Hazardous Substances Data)

Upstream product

• 533-58-4 2-Iodophenol 
• 109-92-2 ethyl vinyl ether 

Downstream Products

• 1072840-20-0 1-(1-ethoxyethoxy)-2-(1-hexynyl)benzene 
• 1072840-26-6 1,4-bis(2-(2-(1-ethoxyethoxy)phenyl)ethynyl)benzene 
• 1072840-22-2 1-(1-ethoxyethoxy)-2-(3-phenyl-1-propynyl)lbenzene 
• 1072840-24-4 6-(2-(1-ethoxyethoxy)phenyl)-5-hexyn-1-ol 
• 1072840-16-4 2-(1-cyclohexenylethynyl)-1-(1-ethoxyethoxy)benzene 
• 870011-24-8 C₁₉H₁₇F₃O₂ 
• 1072840-21-1 2-(3,3-dimethyl-1-butynyl)-1-(1-ethoxyethoxy)benzene 
• 870011-20-4 1-(6-chloro-hex-1-ynyl)-2-(1-ethoxy-ethoxy)-benzene 
• 870011-19-1 acetaldehyde ortho-(1-octynyl)phenyl ethyl acetal 

Relevant articles and documents

Gold-Catalyzed Domino Synthesis of Functionalized Benzofurans and Tetracyclic Isochromans via Formal Carboalkoxylation

A domino synthesis of benzofurans with the modification of side chains from α-alkoxyalkyl o-alkynylaryl ethers (n = 0) and electron-rich arenes has been developed. In the present domino reaction, which would proceed via the α-alkoxyalkylation of arenes with an intermediate in the migratory cycloisomerization of o-alkynylaryl ethers followed by the nucleophilic addition of benzofurans to benzyl ethers, a cationic Au(III) catalyst activates the C-C π bond and the C-O σ bond. The present method could be extended to Au(I)-catalyzed domino synthesis of tetracyclic isochromans from α-alkoxyalkyl (o-alkynylaryl)methyl ethers (n = 1) and aryl methoxymethyl ethers.

Synthesis of 2,3-disubstituted benzofurans and indoles by π-Lewis acidic transition metal-catalyzed cyclization of ortho-alkynylphenyl O,O- and N,O-acetals

The PtCl2-catalyzed cyclization reaction of ortho-alkynylphenyl acetals 1 in the presence of COD (1,5-cyclooctadiene) produces 3-(α-alkoxyalkyl)benzofurans 2 in good to high yields. For example, the reaction of acetaldehyde ethyl 2-(1-octynyl)phenyl acetal (1a), acetaldehyde ethyl 2-(cyclohexylethynyl)phenyl acetal (1c), and acetaldehyde ethyl 2-(phenylethynyl)phenyl acetal (1f) in the presence of 2 mol % of platinum(II) chloride and 8 mol % of 1,5-cycloocatadiene in toluene at 30 °C gave the corresponding 2,3-disubstituted benzofurans 2a, 2c, and 2f in 91, 94, and 88% yields, respectively. Moreover, the reaction of N-methoxymethyl-2-alkynylanilines 3 was catalyzed by PdBr2, affording the corresponding 2,3-disubstituted indoles 4 in moderate yields. For example, the reaction of N-methoxymethyl-2-(1-pentynyl)-N-tosylaniline (3a) and N-methoxymethyl-2-(phenylethynyl)-N-tosylaniline (3b) in the presence of 10 mol % of PdBr2 in toluene at 80 °C gave 3-methoxymethyl-2-propyl-1-tosylindole (4a) and 3-methoxymethyl-2-phenyl-1-tosylindole (4b) in 33 and 33% yields, respectively.