27052-21-7Relevant academic research and scientific papers
Light-driven MPV-type reduction of aryl ketones/aldehydes to alcohols with isopropanol under mild conditions
Cao, Dawei,Xia, Shumei,Pan, Pan,Zeng, Huiying,Li, Chao-Jun,Peng, Yong
supporting information, p. 7539 - 7543 (2021/10/12)
Alcohols are versatile structural motifs of pharmaceuticals, agrochemicals and fine chemicals. With respect to green chemistry, the development of more sustainable and cost-efficient processes for converting ketones/aldehydes to alcohols is highly desired. Herein, a direct light-driven strategy for reducing ketones/aldehydes to alcohols using isopropanol as the reducing agent and solvent, in the presence of t-BuOLi, under an air atmosphere at room temperature is developed. This operationally simple light-promoted Meerwein-Ponndorf-Verley (MPV) type reduction can be used to produce various benzylic alcohol derivatives as well as applied to bioactive molecules and PEEK model compounds, demonstrating its application potential.
Copper(I)-Catalyzed Chemoselective Reduction of Benzofuran-2-yl Ketones to Alcohols with B2pin2 via a Domino-Borylation-Protodeboronation Strategy
Xuan, Qingqing,Kong, Weiguang,Song, Qiuling
, p. 7602 - 7607 (2017/07/26)
A novel copper(I)-catalyzed chemoselective reduction of the carbonyls of benzofuran-2-yl ketones over furan rings with B2pin2 has been developed. This reaction proceeded under mild conditions. High valuable secondary alcohol derivatives of benzofurans were obtained in good to excellent yields with a broad substrate scope. The mechanistic studies suggested that a domino-borylation-protodeboronation pathway was involved in this reaction.
Ruthenium(II)-Catalyzed C3 Arylation of 2-Aroylbenzofurans with Arylboronic Acids/Aryltrifluoroborates via Carbonyl-Directed C-H Bond Activation
Paymode, Dinesh J.,Ramana, Chepuri V.
, p. 11551 - 11558 (2015/12/01)
The Ru(II)-catalyzed carbonyl-directed C-H activation with (hetero)arylboron reagents has been executed for the synthesis of 2-aroyl-3-(hetero)arylbenzofurans. A hypothesis founded upon the involvement of an active carbonatoruthenium(II) complex for a coo
Pd-Catalyzed Isocyanide Assisted Reductive Cyclization of 1-(2-Hydroxyphenyl)-propargyl Alcohols for 2-Alkyl/Benzyl Benzofurans and Their Useful Oxidative Derivatization
Rajesh, Manda,Thirupathi, Nuligonda,Jagadeshwar Reddy, Thota,Kanojiya, Sanjeev,Sridhar Reddy, Maddi
, p. 12311 - 12320 (2016/01/09)
An unusual Pd-catalyzed isocyanide assisted 5-exo-dig reductive cyclization of 1-(2-hydroxyphenyl)-propargyl alcohols is achieved for 2-alkyl/benzyl benzofurans. The reaction features a high substrate scope, insensitivity to air, and excellent product yielding. Further, a direct metal-free C-H functionalization (azidation, alkoxylation, and hydroxylation) and selective oxidative cleavage of thus synthesized 2-benzylfurans are described for azido-, alkoxy-, hydroxyl-, amide-, and tetrazolyl adducts.
Design, synthesis and biological evaluation of novel hybrid compounds of imidazole scaffold-based 2-benzylbenzofuran as potent anticancer agents
Wang, Xue-Quan,Liu, Lan-Xiang,Li, Yan,Sun, Cheng-Jun,Chen, Wen,Li, Liang,Zhang, Hong-Bin,Yang, Xiao-Dong
supporting information, p. 111 - 121 (2013/05/09)
A series of novel hybrid compounds between 2-benzylbenzofuran and imidazole has been prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the existence of benzimidazole ring and substitution of the imidazolyl
Palladium-imidazolinium carbene-catalyzed arylation of aldehydes with arylboronic acids in water
Kuriyama, Masami,Ishiyama, Natsuki,Shimazawa, Rumiko,Onomura, Osamu
experimental part, p. 6814 - 6819 (2010/10/02)
The catalytic arylation of aldehydes with arylboronic acids in only water was found to be achieved using the palladium/thioether-imidazolinium chloride system in good to excellent yields. This catalytic process showed high tolerance for a broad range of substrates, giving a variety of carbinol derivatives with 2.0-3.0 mol % of the catalyst.
Palladium-catalyzed 1,2-addition of potassium aryl- and alkenyltrifluoroborates to aldehydes using thioether-imidazolinium carbene ligands
Kuriyama, Masami,Shimazawa, Rumiko,Enomoto, Terumichi,Shirai, Ryuichi
, p. 6939 - 6942 (2008/12/22)
(Chemical Equation Presented) Palladium-catalyzed 1,2-addition of potassium aryl- and alkenyltrifluoroborates to aldehydes using thioether- imidazolinium carbene ligands proceeded readily under aqueous conditions. This process tolerated a diverse range of potassium trifluoroborate salts and aldehydes, giving a variety of carbinol derivatives with good to excellent yields.
Efficient 1,2-addition of aryl- and alkenylboronic acids to aldehydes catalyzed by the palladium/thioether-imidazolinium chloride system
Kuriyama, Masami,Shimazawa, Rumiko,Shirai, Ryuichi
, p. 1597 - 1600 (2008/09/17)
(Chemical Equation Presented) The high level of catalyst performance was attainable in the palladium-catalyzed 1,2-addition of aryl-, heteroaryl-, and alkenylboronic acids to aromatic, heteroaromatic, and aliphatic aldehydes using thioether-imidazolinium chloride L5 as a heterobidentate carbene ligand precursor.
1-[(benzofuran-2-yl)phenylmethyl]-triazoles and -tetrazoles - Potent competitive inhibitors of aromatase
Vinh,Ahmadi,Lopez Delgado,Fernandez Perez,Walters,Smith,Nicholls,Simons
, p. 2105 - 2108 (2007/10/03)
The synthesis of a series of novel 1-[(benzofuran-2-yl)phenylmethyl]- triazoles and -tetrazoles is described. The compounds were tested for human placental aromatase inhibition in vitro, using [1β-3H]androstenedione as the substrate for the aromatase enzyme, the percentage inhibition and IC50 data is included.
A concerted synthesis of hydroxychalcones, flavanones and benzo[b]furans through palladium-catalysed reactions
De, Mahuya,Majumdar, Dyuti P.,Kundu, Nitya G.
, p. 665 - 674 (2007/10/03)
A convenient palladium-catalysed procedure for the synthesis of o-hydroxychalcones, flavanones and benzo[b]furans is described where o-iodophenyl acetate was used as a common precursor.
