4521-05-5Relevant academic research and scientific papers
Copper(I)-catalyzed coupling of terminal acetylenes with aryl or vinyl halides
Saejueng, Pranorm,Bates, Craig G.,Venkataraman
, p. 1706 - 1712 (2005)
Synthetic protocols using copper(I) catalysts for the formation of diaryl acetylenes, 1,3-enynes, benzofurans and indoles are described. Georg Thieme Verlag Stuttgart.
Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans
Liu, Yong,Lu, Tao,Tang, Wei-Fang,Gao, Jian
, p. 28637 - 28641 (2018/08/29)
A transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols was developed for the facile synthesis of 2-substituted benzo[b]furans. Various 2-aryl and 2-alkyl substituted benzo[b]furans can be obtained with good to excellent yields
Tandem Sonogashira-Hagihara coupling/cycloisomerization reactions of ethynylboronic acid MIDA ester to afford 2-heterocyclic boronic acid MIDA esters: A concise route to benzofurans, indoles, furopyridines and pyrrolopyridines
Sakurai, Yohji
, p. 1322 - 1336 (2017/07/18)
A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.
One-Pot Synthesis of Substituted Benzo[b]furans and Indoles from Dichlorophenols/Dichloroanilines Using a Palladium-Dihydroxyterphenylphosphine Catalyst
Yamaguchi, Miyuki,Akiyama, Tomoyo,Sasou, Hirohisa,Katsumata, Haruka,Manabe, Kei
, p. 5450 - 5463 (2016/07/14)
Disubstituted benzo[b]furans were synthesized by ortho-selective Sonogashira coupling of dichlorophenols and terminal alkynes, followed by cyclization and Suzuki-Miyaura coupling in one pot, using a palladium-dihydroxyterphenylphosphine (Cy-DHTP) catalyst. The use of substoichiometric amounts of tetrabutylammonium chloride was effective in accelerating the Suzuki-Miyaura coupling. This protocol was also successfully applied to the one-pot synthesis of disubstituted indoles from dichloroaniline derivatives.
Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: From alkynes to benzo[b]furans and benzo[b]thiophenes
Li, Yibiao,Cheng, Liang,Liu, Xiaohang,Li, Bin,Sun, Ning
supporting information, p. 2886 - 2891 (2015/02/19)
An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b ] furan and benzo[ b ] thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves
One-pot synthesis of substituted benzo[b]furans from mono- and dichlorophenols using palladium catalysts bearing dihydroxyterphenylphosphine
Yamaguchi, Miyuki,Katsumata, Haruka,Manabe, Kei
, p. 9270 - 9281 (2013/10/08)
A dihydroxyterphenylphosphine bearing cyclohexyl groups on the phosphorus atom (Cy-DHTP) was found to be a powerful ligand for the palladium-catalyzed one-pot synthesis of substituted benzo[b]furans from 2-chlorophenols and terminal alkynes. This catalyst
