1244029-90-0Relevant academic research and scientific papers
Highly efficient heterogeneous synthesis of benzofurans under aqueous condition
Sun, Shi-Xin,Wang, Jun-Jie,Xu, Zi-Jun,Cao, Lu-Ya,Shi, Zi-Fa,Zhang, Hao-Li
, p. 3798 - 3806 (2014/05/20)
Highly efficient organic reactions in water are important for designing environmental-friendly and low cost synthetic processes. Herein, we demonstrate an intermediate-in-water strategy for the heterogeneous synthesis of benzofurans in aqueous media. The cyclization reaction of 2-(phenylethynyl)phenol to 2-phenylbenzofuran cannot proceed in pure water. However, this reaction can be efficiently promoted by the formation of sparingly soluble intermediate in the presence of alkaline. Quantitative conversion of a variety of substrates to benzofuran derivatives has been achieved in the absence of noble metal catalyst. Other remarkable features including easy-isolation and purification of product, along with wide range of functional group tolerance render the methodology promising in the realm of green-synthesis.
Domino rhodium(I)-catalysed reactions for the efficient synthesis of substituted benzofurans and indoles
Boyer, Alistair,Isono, Naohiro,Lackner, Sebastian,Lautens, Mark
supporting information; experimental part, p. 6468 - 6482 (2010/10/03)
Rhodium(I) catalysts promote the transformation of o-alkynyl phenols and anilines to the corresponding benzo[b]furans and indoles. The reaction is postulated to proceed via a transient 3-rhodium heterocycle intermediate, which can be trapped with suitable electrophiles to give poly-substituted heterocycles. In the case of mono-substituted electron-withdrawn electrophiles, excellent yield and selectivity for conjugate addition versus Heck-Mizoroki reaction can be achieved. In the case of 2-alkynyl pyridine electrophiles, novel 2-(benzofuran-3-yl)vinylpyridines are formed.
