53382-24-4Relevant academic research and scientific papers
Method for synthesizing 3-arylmethylbenzo[b]furan compound under blue light excitation
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Paragraph 0058-0061, (2020/08/25)
The invention provides a method for synthesizing a 3-arylmethylbenzo[b]furan compound under blue light excitation, and belongs to the technical field of organic synthesis. The 3-arylmethylbenzo[b]furan compound is prepared by catalyzing decarboxylation cyclization of o-alkynyl phenoxyacetic acid by using a photocatalyst. Compared with an existing method for synthesizing the compound, the providedmethod has the following advantages that 1) a metal catalyst and a dangerous peroxy compound are not needed in the whole reaction process, the reaction safety is high, and meanwhile, the cost is low;2) the whole reaction process can be completed at room temperature without heating, and the reaction conditions are mild, 3) strong acid and strong alkali are not needed in the whole reaction process,and 4) the by-product of the reaction is only carbon dioxide and the method meets the requirements of green chemical development.
One-pot borylation/Suzuki-Miyaura sp2-sp3 cross-coupling
Whitaker, Luke,Harb, Hassan Y.,Pulis, Alexander P.
, p. 9364 - 9367 (2017/08/23)
We describe the first one-pot borylation/Suzuki-Miyaura sp2-sp3 cross-coupling between readily available aryl (pseudo)halides and activated alkyl chlorides. This method streamlines the synthesis of diaryl methanes, α-aryl carbonyls and allyl aryl compounds, substructures that are commonly found in life changing drug molecules.
Iridium-Catalyzed Intramolecular Methoxy C?H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes
Torigoe, Takeru,Ohmura, Toshimichi,Suginome, Michinori
, p. 10415 - 10419 (2016/07/21)
Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C?H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.
Potassium tert-butoxide mediated Heck-type cyclization/isomerization- benzofurans from organocatalytic radical cross-coupling reactions
Rueping, Magnus,Leiendecker, Matthias,Das, Arindam,Poisson, Thomas,Bui, Lan
, p. 10629 - 10631 (2011/10/30)
A transition metal-free Heck-type cyclization/isomerization reaction has been developed. Mediated by potassium tert-butoxide and phenanthroline a variety of benzofuran derivatives have been synthesized.
Controlled synthesis of 2-and 3-substituted benzo[ b ]furans
Pei, Tao,Chen, Cheng-Yi,Dimichele, Lisa,Davies, Ian W.
supporting information; experimental part, p. 4972 - 4975 (2010/12/25)
A controlled regioselective synthesis of either C-2 or C-3 substituted benzo[b]furans from readily accessible 1-(2-hydroxyphenyl)-2-chloroethanones is described. Addition of a range of Grignard reagents to the α-chloro ketones generates alkoxide intermediates, which can form either 2-substituted benzo[b]furans via a [1,2]-aryl migration or 3-substituted benzo[b]furans via a direct cyclization and dehydration sequence. A temperature-dependent [1,2]-aryl migration mechanism for the formation of 2-substituted benzo[b]furan is proposed.
Observations on the intramolecular Heck reactions of aromatic chlorides using palladium/imidazolium salts
Caddick, Stephen,Kofie, William
, p. 9347 - 9350 (2007/10/03)
The intramolecular Heck reaction of aromatic amines and ethers using palladium/imidazolium salts is described. The use of tetra-n-butylammonium halide salts facilitates the reactivity of aromatic chlorides. An unexpected and novel palladium-mediated cyclisation is also described leading to the formation of a tricyclic adduct.
Palladium catalysed tandem cyclisation-anion capture processes. Part 3. Organoboron anion transfer agents
Grigg, Ronald,Sansano, Jose M.,Santhakumar, Vijayaratnam,Sridharan, Visuvanathar,Thangavelanthum, Ravishanker,Thornton-Pett, Mark,Wilson, David
, p. 11803 - 11826 (2007/10/03)
The cyclisation-anion capture protocol has been applied to a wide range of starter and terminating species to effect regio- and stereo-specific mono- and bis-cyclisation processes in which a variety of organoboronderivatives function as anion transfer rea
SYNTHESIS OF BENZOFURANS VIA PALLADIUM-PROMOTED CYCLIZATION OF ORTHO-SUBSTITUTED ARYL ALLYL ETHERS
Larock, Richard C.,Stinn, Dean E.
, p. 4687 - 4690 (2007/10/02)
o-Iodo- or (chloromercurio)aryl allyl ethers undergo facile palladium-promoted cyclization to benzofurans.
