58110-77-3Relevant academic research and scientific papers
Potassium tert-Butoxide-Mediated Condensation Cascade Reaction: Transition Metal-Free Synthesis of Multisubstituted Aryl Indoles and Benzofurans
Yang, Pengfei,Xu, Weiyan,Wang, Rongchao,Zhang, Min,Xie, Chunsong,Zeng, Xiaofei,Wang, Min
, p. 3658 - 3662 (2019/05/17)
An efficient and facile method to synthesize valuable disubstituted 2-aryl indoles and benzofurans in good yields has been demonstrated, based on a tert-butoxide-mediated condensation reaction involving a vinyl sulfoxide intermediate. Products are obtained from N- or O-benzyl benzaldehydes using dimethyl sulfoxide as a carbon source. The methodology features a wide functional group tolerance and transition metal-free environment. Preliminary mechanistic studies suggest that the reaction involves a tandem aldol reaction/Michael addition/dehydrosulfenylation/isomerization sequence through an ionic protocol.
Direct preparation of benzofurans from O-arylhydroxylamines
Contiero, Fanny,Jones, Kevin M.,Matts, Edward A.,Porzelle, Achim,Tomkinson, Nicholas C.O.
experimental part, p. 3003 - 3006 (2010/03/03)
Reaction of O-arylhydroxylamine hydrochlorides with either cyclic or acyclic ketones in the presence of methanesulfonic acid leads directly to the benzofuran derivative via a proposed one-pot condensation-rearrangement- cyclisation reaction sequence in good to excellent yields. Georg Thieme Verlag Stuttgart.
One-pot synthesis of benzofurans via palladium-catalyzed enolate arylation with o-bromophenols
Eidamshaus, Christian,Burch, Jason D.
supporting information; experimental part, p. 4211 - 4214 (2009/06/06)
(Chemical Equation Presented) A one-pot synthesis of benzofurans which utilizes a palladium-catalyzed enolate arylation is described. The process demonstrates broad substrate scope and provides differentially substituted benzofurans in moderate to excelle
New synthesis of 2-aryl-3-substituted benzo[b]furans from benzyl 2-halophenyl ethers
Sanz, Roberto,Miguel, Delia,Martinez, Alberto,Perez, Antonio
, p. 4024 - 4027 (2007/10/03)
Treatment of benzyl 2-halophenyl ethers with 3 equiv of t-BuLi results in Li-halogen exchange and lithiation at benzylic methylene simultaneously. These dianions do not undergo Wittig rearrangement and can be trapped with electrophiles. Their reactions with carboxylic esters afford the corresponding 2-aryl-3-hydroxy-2,3-dihydrobenzo[b]-furans as a mixture of diastereoisomers. Subsequent acid-catalyzed or mediated dehydration gives moderate to good overall yield of a variety of 2-aryl-3-substituted benzo[fe]-furans.
