1246831-55-9Relevant academic research and scientific papers
Regio- and stereoselective intramolecular hydroalkoxylation of aromatic alkynols: an access to dihydroisobenzofurans under transition-metal-free conditions
Yu, Shu-Yan,Gao, Li-Hong,Wu, Jing-Xin,Lan, Hong-Bing,Ma, Yi,Yin, Zhi-Gang
, p. 3303 - 3310 (2020/04/27)
An efficient, transition-metal-free method to synthesize dihydroisobenzofuran derivatives via intramolecular hydroalkoxylation of aromatic alkynols with the promotion of cesium carbonate has been developed. The reaction proceeds regioselectively with exclusive formation of 5-exo-dig product, and only Z-isomer of the new generated double bond is observed. This new protocol features with milder reaction conditions, more convenient operation and satisfactory selectivities.
Synthesis of dihydroisobenzofurans via palladium-catalyzed sequential alkynylation/annulation of 2-bromobenzyl and 2-chlorobenzyl alcohols under microwave irradiation
Buxaderas, Eduardo,Alonso, Diego A.,Njera, Carmen
supporting information, p. 3415 - 3421 (2015/01/09)
The palladium-catalyzed synthesis of dihydroisobenzofurans has been performed by sequential Sonogashira cross-coupling/cyclization reactions between terminal alkynes and 2-(hydroxymethyl)bromoand chlorobenzenes in methanol as solvent at 130 °C under microwave irradiation. A 4,4'-dichlorobenzophenone oxime-derived chloro-bridged palladacycle is an efficient pre-catalyst to perform this tandem process using 2-dicyclohexylphosphanyl-2',4',6'-triisopropylbiphenyl (Xphos) as ancillary ligand and potassium hydroxide as base in the absence of a copper cocatalyst. Under these conditions, functionalized 2-bromo- and 2-chlorobenzaldehydes are also suitable partners in the domino process affording phthalans in good yields. All the reactions can be performed under air and employing reagentgrade chemicals under low loading conditions (1 mol% Pd).
Selective cyclization of alkynols and alkynylamines catalyzed by potassium tert-butoxide
Li, Deng Yuan,Shi, Ke Ji,Mao, Xiao Feng,Le Zhao, Zheng,Wu, Xin Yan,Liu, Pei Nian
, p. 7022 - 7031 (2015/03/14)
Potassium tert-butoxide (t-BuOK) was found to be an effective catalyst for the cyclization of aromatic alkynols and alkynylamines. In the presence of 10 mol % t-BuOK, a range of alkynols were converted to the corresponding exo-cyclic enol ethers as pure Z
Regioselective synthesis and evaluation of 3-alkylidene-1, 3-dihydroisobenzofurans as potential antidepressant agents
Praveen,Iyyappan,Girija,Kumar, K Suresh,Perumal
, p. 451 - 462 (2012/08/07)
3-Alkylidene-1,3-dihydroisobenzofurans exhibited moderate antidepressant activity as evaluated by forced swim and tail suspension test methods. Virtual screening was carried out by docking the designed compounds into the serotonin binding sites of arabinase protein to predict the analogue binding mode of the compounds to the SSRIs. [Figure not available: see fulltext.]
Regioselective synthesis of phthalans via Cu(OTf)2-catalyzed 5-exo-dig intramolecular hydroalkoxylation of 2-(ethynyl)benzyl alcohols
Praveen, Chandrasekaran,Iyyappan, Chandran,Perumal, Paramasivan Thirumalai
experimental part, p. 4767 - 4771 (2010/09/20)
An efficient, regioselective Cu(OTf)2-catalyzed 5-exo-dig intramolecular hydroalkoxylation of 2-(ethynyl)benzyl alcohol, which provides a concise access to functionalized phthalan in high yields has been developed. A wide range of substrates po
