122118-04-1Relevant articles and documents
Two-step, practical, and diversity-oriented synthesis of multisubstituted benzofurans from phenols through Pummerer annulation followed by cross-coupling
Murakami, Kei,Yorimitsu, Hideki,Osuka, Atsuhiro
, p. 1349 - 1366 (2015/02/19)
Practical and diversity-oriented synthesis of multisubstituted benzofurans has been accomplished from simple phenols through a Pummerer annulation/cross-coupling sequence. Operationally simple and rapid reactions of phenols with ketene dithioacetal monoxides (KDMs) with the aid of trifluoroacetic anhydride provide the corresponding 2-methylsulfanylbenzo[b]furans. The scope of the reaction encompasses phenols and KDMs having a broad range of substituents. The remaining methylsulfanyl group in the annulation products is converted to various aryl groups through cross-coupling reactions that we improved specially to this end. This two-step approach to multisubstituted benzofurans is powerful enough to synthesize highly fluorescent benzofuran derivatives as well as the naturally occurring Eupomatenoid family.
Modular synthesis and photophysical and electrochemical properties of 2,3,5,6-tetraaryl-substituted benzo[1,2-b:5,4-b′]difurans
Tsuji, Hayato,Mitsui, Chikahiko,Sato, Yoshiharu,Nakamura, Eiichi
, p. 316 - 324 (2012/01/13)
We developed a versatile synthesis of tetraaryl-substituted benzo[1,2-b:5,4-b′]difurans (m-BDFs) via a zinc-mediated intramolecular double cyclization reaction of 4,6-bis(phenylethynyl)-1,3-benzenediol, followed by a palladium-catalyzed cross-coupling rea
A new synthetic strategy for the synthesis of bioactive stilbene dimers. A direct synthesis of amurensin H
Kraus, George A.,Gupta, Vinayak
experimental part, p. 7180 - 7183 (2010/03/03)
2,3-Diarylbenzofurans are efficiently generated by the cyclization of ortho-benzyloxybenzophenones using the hindered phosphazene base P4-t-Bu.
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.
Synthesis of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans
Abdul-Aziz,Auping,Meador
, p. 1303 - 1308 (2007/10/02)
A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of t