3140-01-0Relevant articles and documents
A scalable and green one-minute synthesis of substituted phenols
Elumalai, Vijayaragavan,Hansen, J?rn H.
, p. 40582 - 40587 (2020/11/18)
A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso-hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2O2/HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.
Binary amorphous solids consisting of 2,4,6-triarylphenoxyl radicals and their dimers
Hayashi, Naoto,Ueno, Taisetsu,Okamoto, Naoki,Mori, Takahiro,Sasaki, Naho,Kamoto, Taku,Yoshino, Junro,Higuchi, Hiroyuki,Uekusa, Hidehiro,Tukada, Hideyuki
supporting information, p. 2547 - 2550 (2017/06/13)
Although molecular amorphous materials represent an important area of research in solid-state chemistry, studies pertaining to these systems have been restricted almost exclusively to amorphous solids based on a single molecule. In this study, we found that, while the 2,4,6-bis(4-tert-butylphenyl)phenoxyl radical (2M) and its dimer (2D) did not give single-component amorphous solids, they rapidly formed the corresponding binary amorphous solid IIa following their condensation from benzene, dichloromethane, chloroform, and ethyl acetate solutions. The formation of IIa could be attributed to the good solubilities of 2M and 2D in these solvents and the high packing efficiencies of these amorphous solids. IIa was also obtained when crystals of 2D (IIb) were ground together. The solid-state formation of IIa would not only involve the locational exchange of 2M and 2D, but would also involve chemical exchanges.
Benzimidazole-based palladium-N-heterocyclic carbene: A useful catalyst for C-C cross-coupling reaction at ambient condition
Gupta, Sumanta,Basu, Basudeb,Das, Sajal
, p. 122 - 128 (2013/01/15)
A convenient way for the synthesis of benzimidazole-based Pd-N-heterocyclic carbene complex and its structural characterization are described. The complex efficiently catalyzes Suzuki cross-coupling reaction in a wide variety of substrates including heteroaromatic system at ambient condition. The catalyst is also effective for multi Suzuki cross-coupling reaction. In addition, the catalyst is equally active toward C-C cross-coupling reaction between acid chloride and arylboronic acid, giving the desired ketones in high yield.
Highly effective alternative aryl trihydroxyborate salts for a ligand-free, on-water Suzuki-Miyaura coupling reaction
Basu, Basudeb,Biswas, Kinkar,Kundu, Sekhar,Ghosh, Sujit
experimental part, p. 1734 - 1738 (2011/02/22)
Aryl trihydroxyborate salts of sodium, an easily accessible and stable alternative source of organoboron species, can efficiently promote Pd-catalyzed ligand-free, on-water Suzuki-Miyaura (SM) coupling reactions at ambient temperature.
Tandem reactions of cis-2-acyl-1-alkynyl-1-aryl cyclopropanes tuned by gold(i) and silver(i) catalysts: Efficient synthesis of pyran-fused indene cores and 2,4,6-trisubstituted phenols
Zhang, Xiao-Ming,Tu, Yong-Qiang,Jiang, Yi-Jun,Zhang, Yong-Qiang,Fan, Chun-An,Zhang, Fu-Min
supporting information; experimental part, p. 4726 - 4728 (2010/01/16)
Tandem reactions of cis-2-acyl-1-alkynyl-1-aryl cyclopropanes 1 tuned by gold(i) and silver(i) catalysts are described, which afford selectively the key pyran-fused indene cores 2 and the 2,4,6-trisubstituted phenols 3 in good yields, respectively. The Ro
Palladium supported on a polyionic resin as an efficient, ligand-free, and recyclable catalyst for Heck, Suzuki-Miyaura, and Sonogashira reactions
Basu, Deb,Das, Sajal,Das, Pralay,Mandal, Bablee,Banerjee, Dipanjan,Almqvist, Fredrik
experimental part, p. 1137 - 1146 (2009/12/01)
Polyionic Amberlite resin formate (ARF), derived from commercially available Amberlite resin chloride by simple rinsing with aqueous formic acid, could be soaked with palladium(0) from palladium salts, the formate counteranion being the reducing source. The resulting Amberlite resin formate supported with palladium(0), ARF-Pd, showed excellent catalytic activity in Heck, Suzuki-Miyaura, and Sonogashira couplings with a range of substrates. The catalyst may be recovered easily and quantitatively without leaching and recycled; it was tested for five runs without any significant loss of activity. Georg Thieme Verlag Stuttgart.
Polyionic heterogeneous phenylating agent for base-free Suzuki-Miyaura coupling reaction
Basu, Basudeb,Das, Sajal,Kundu, Sekhar,Mandal, Bablee
, p. 255 - 259 (2008/12/22)
A new polyionic resin-bound tetraphenylborate has been prepared, which can serve as efficient phenylating agent in Pd-catalyzed Suzuki-Miyaura (SM) coupling with aryl halides in the absence of any base. The conditions are mild, operationally simple and the polyionic resin can be recharged and reused for several runs. Georg Thieme Verlag Stuttgart.
Synthesis of biaryls and polyaryls by ligand-free Suzuki reaction in aqueous phase
Liu, Leifang,Zhang, Yuhong,Xin, Bingwei
, p. 3994 - 3997 (2007/10/03)
A highly efficient palladium acetate-catalyzed ligand-free Suzuki reaction in aqueous phase was developed in short reaction times (0.5-1 h) at 35 °C in air. The key for such a successful catalytic system was the use of a suitable amount of cosolvents in the aqueous phase. The method could be extended to the consecutive multi-Suzuki coupling, and polyaryls were prepared in a single one-pot step in high selectivity and excellent yield under mild reaction conditions (60 °C).
Microwave-assisted Suzuki coupling on a KF-alumina surface: Synthesis of polyaryls
Basu, Basudeb,Das, Pralay,Bhuiyan, Md. Mosharef H.,Jha, Satadru
, p. 3817 - 3820 (2007/10/03)
A range of conjugated polyaryls has been synthesized through one-pot microwave assisted palladium-catalyzed consecutive Suzuki coupling reactions on a KF-alumina surface with notable features including rapid reaction times, solvent-free conditions, high yields, atom economic and air-insensitive reactions.
2,3,5-substituted biphenyls useful in the treatment of insulin resistance and hyperglycemia
-
, (2008/06/13)
This invention provides compounds of Formula I having the structure wherein:B, C, D, and R1 are as defined hereinbefore in the specification, or a pharmaceutically acceptable salt thereof, which are useful in treating metabolic disorders related to insulin resistance or hyperglycemia.
