14770-94-6Relevant academic research and scientific papers
Iridium-Catalyzed Aerobic Coupling of Salicylaldehydes with Alkynes: A Remarkable Switch of Oxacyclic Product
Yamane, Shintaro,Hinoue, Tomoaki,Usuki, Yoshinosuke,Itazaki, Masumi,Nakazawa, Hiroshi,Hayashi, Yoshihiro,Kawauchi, Susumu,Miura, Masahiro,Satoh, Tetsuya
supporting information, p. 7852 - 7855 (2018/05/08)
The iridium(III)/copper(II)-catalyzed dehydrogenative coupling of salicylaldehydes with internal alkynes proceeds efficiently under atmospheric oxygen through aldehyde C?H bond cleavage and decarbonylation. A variety of benzofuran derivatives can be synthesized by the environmentally benign procedure. DFT calculations suggest that this unique transformation involves the facile deinsertion of CO in the key metallacycle intermediate, which is in marked contrast to the corresponding rhodium(III) catalysis that leads to CO-retentive chromone derivatives.
Ga(OTf)3-mediated synthesis of substituted benzofurans
Wang, Heui-Sin,Chan, Chieh-Kai,Chang, Meng-Yang
, p. 5132 - 5141 (2016/07/25)
A synthetic procedure, for the synthesis of a series of functionalized benzofurans 3–5 and benzonaphthofurans 6, starting from intermolecular O-alkylation of α-bromoaryl ketones 2 with potassium oxygenated phenoxides 1 followed by Ga(OTf)3-catalyzed direct intramolecular cyclodehydration of the resulting α-aryloxyaryl ketones, has been developed. The use of various metal triflates was investigated for a facile approach and efficient transformation. Pentacyclic benzophenanthrofurans 7 were prepared via photolytic annulations of 5.
A one-pot domino C-H, C-C activation in coumarins: A fast track to 2,3-diaryl benzo[b]furans
Khoobi, Mehdi,Molaverdi, Fatemeh,Jafarpour, Farnaz,Abbasnia, Masoumeh,Kubicki, Maciej,Shafiee, Abbas
supporting information, p. 11713 - 11716 (2015/07/15)
An approach to synthesize 2,3-diaryl benzo[b]furans using coumarins and aryl bromides is developed. This state-of-the-art strategy capitalizes on a palladium-catalyzed one-pot decarbonylative diarylation of coumarins, paving the way to achieve biologicall
Friedel-crafts arylation of α-hydroxy ketones: Synthesis of 1,2,2,2-tetraarylethanones
Kumar, Anil,Singh, Tej V.,Thomas, Sajesh P.,Venugopalan, Paloth
, p. 1226 - 1234 (2015/03/04)
Friedel-Crafts arylation of α-hydroxy ketones such as 2-hydroxy-1,2,2-triarylethanones has been achieved with a variety of arenes and heteroarenes in the presence of Lewis or Bronsted acids. Both sterically hindered and unhindered 1,2,2,2-tetrarylethanone
Direct access to benzo[b]furans through palladium-catalyzed oxidative annulation of phenols and unactivated internal alkynes
Kuram, Malleswara Rao,Bhanuchandra,Sahoo, Akhila K.
supporting information, p. 4607 - 4612 (2013/05/22)
2,3-Disubstituted benzo[b]furans are prepared in one step from commercially available phenols and readily accessible unactivated internal alkynes (see scheme). This Pd-catalyzed oxidative annulation has a broad substrate scope and allows access to a wide range of benzo[b]furans. Copyright
Modular synthesis of polyphenolic benzofurans, and application in the total synthesis of malibatol A and shoreaphenol
Chen, David Y.-K.,Kang, Qiang,Wu, T. Robert
experimental part, p. 5909 - 5927 (2010/11/05)
A modular strategy for the synthesis of hexacyclic dimeric resveratrol polyphenolic benzofurans is reported. The developed synthetic technology was applied to the total synthesis of malibatol A, shoreaphenol, and other biologically relevant polyphenols.
Chemoselective synthesis of diphenyl-benzolactones under montmorillonite K-10 catalysis
Sharifi, Ali,Abaee, M. Saeed,Mirzaei, Mojtaba
body text, p. 319 - 322 (2010/07/10)
Montmorillonite K-10 supported condensation of benzil with phenols is investigated. Selective synthesis of the corresponding benzofiiranone products is observed in good yields.
Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate
Morrison, Brian J,Musgrave, Oliver C
, p. 4255 - 4260 (2007/10/03)
The reaction of benzil with phenol at 180°C in the presence of SnCl4·5H2O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds.
Regioselective superacid-catalyzed electrocyclization of diphenylmethyl cations to fluorenes, phenanthrols and benzofurans
Yoshida,Ohwada
, p. 1487 - 1494 (2007/10/03)
Cationic electrocyclization of α-benzoyldiphenylmethanols in the presence of superacid provides fluorenes, phenanthrols and benzofurans in good to moderate yields. A single substitution leads to regioselective cationic electrocyclizations.
Benzofurans. Ketene Intermediates in the Perkin Reaction
Brady, William T.,Gu, Yi-Qi
, p. 969 - 971 (2007/10/02)
The intermediacy of ketenes in the intramolecular reaction of ketoacids with sodium acetate in acetic anhydride to form benzofurans is demonstrated.The Perkin reaction conditions are superior to the classical ketene generation method of triethylamine dehydrochlorination of the acid chloride.
