The Journal of Organic Chemistry

Reduction of o-hydroxybenzaldehydes by aqueous titanium trichloride. A new route to 2-(benzofuran-2-yl) phenols

A Clerici, O Porta, A Arnone

Index: Clerici, Angelo; Porta, Ombretta; Arnone, Alberto Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 1240 - 1248

Full Text: HTML

Citation Number: 16

Abstract

Reduction of o-hydroxybenzaldehydes la-k by aqueous titanium trichloride is a new simple way to the synthesis of the title compounds 2a-k. The temperature at which the reduction occurs (50 or 80" C) is related to the nature and position of the R group in the benzene ring. When the reduction is performed at 0" C in the presence of acetaldehyde, stereoselective formation of 1, 3-dioxolanea 7 occm, due to in situ condensation with the intermediate ...

Related Articles:

Efficient Synthesis of Benzofurans Utilizing [3, 3]??Sigmatropic Rearrangement Triggered by N??Trifluoroacetylation of Oxime Ethers: Short Synthesis of Natural 2?? …

[Takeda, Norihiko; Miyata, Okiko; Naito, Takeaki European Journal of Organic Chemistry, 2007 , # 9 p. 1491 - 1509]

p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles

[Jacubert, Maud; Provot, Olivier; Peyrat, Jean-Francois; Hamze, Abdallah; Brion, Jean-Daniel; Alami, Mouad Tetrahedron, 2010 , vol. 66, # 21 p. 3775 - 3787]

p-Toluenesulfonic acid-mediated cyclization of o-(1-alkynyl) anisoles or thioanisoles: synthesis of 2-arylsubstituted benzofurans and benzothiophenes

[Jacubert, Maud; Hamze, Abdallah; Provot, Olivier; Peyrat, Jean-Francois; Brion, Jean-Daniel; Alami, Mouad Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3588 - 3592]

Efficient one-pot synthesis of 2-arylbenzo [b] furans from 2-styrylphenols using CuBr2

[Bhatt, Suchitra; Roy, Kshama; Nayak, Sandip K. Synthetic Communications, 2010 , vol. 40, # 18 p. 2736 - 2746]

Asymmetric Cyclization via Oxygen Cation Radical: Enantioselective Synthesis of cis-4b, 9b-Dihydrobenzofuro [3, 2-b] benzofurans.

[Masutani, Kouta; Irie, Ryo; Katsuki, Tsutomu Chemistry Letters, 2002 , # 1 p. 36 - 37]

More Articles...