57664-47-8Relevant articles and documents
Nickel-Catalyzed Acyl Group Transfer of o-Alkynylphenol Esters Accompanied by C?O Bond Fission for Synthesis of Benzo[b]furan
Doi, Ryohei,Shimizu, Koji,Ikemoto, Yuma,Uchiyama, Masashi,Koshiba, Mikiko,Furukawa, Atsushi,Maenaka, Katsumi,Watanabe, Satoshi,Sato, Yoshihiro
, p. 2086 - 2092 (2021/02/27)
Herein, we report the nickel-catalyzed cascade C?O bond cleavage/cyclization of ortho-alkynylphenyl ester to construct a 3-acylbenzo[b]furan skeleton. As a result of reaction condition screening, the Ni(0)/IAd (1,3-Di(1-adamantyl)imidazole-2-ylidene) system was found to be optimal for catalytic conversion. Interestingly, the reaction exclusively gives 3-acylbenzo[b]furan instead of a decarbonylated product frequently observed in reactions mediated by acyl-nickel species. The catalyst loadings could be reduced to 5–10 mol %. We demonstrated the synthesis of a variety of functionalized 3-acylbenzofuran derivatives. We conducted stoichiometric study of nickel complexes as well as density functional theory (DFT) calculations to support a possible reaction mechanism.
A Convenient Synthesis of 2-Aryl-3-aroylbenzofurans
Durani, N.,Kapil, R. S.
, p. 489 - 490 (2007/10/02)
The rearrangement of 2-(p-hydroxy)phenyl-3-phenylbenzopyrylium chloride (1), catalysed by H2O2/H2SO4, furnishes 2-(p-hydroxy)phenyl-3-benzoylbenzofuran (2) which is methylated to 3, and then subjected to acid catalysed rearrangement to afford 4.The