3958-79-0Relevant academic research and scientific papers
Stereoselective approach to the dihydroagarofuran framework via directed intramolecular radical addition
White, James D.,Shin, Hyunik
, p. 1141 - 1144 (1997)
The radical derived from bromoacetal 12 undergoes intramolecular addition to give predominantly the cyclic acetal 13 in which the C12 methyl substituent is endo.
Bimetallic copper/cobalt-cocatalyzed double aerobic phenol oxidation/cyclization toward π-extended benzofuro[2,3-b]indoles as electron donors for electroluminescence
Bashir, Muhammad Adnan,Zhang, Yulong,Yu, Huaibin,Wang, Bofei,Zhao, Weining,Zhong, Fangrui
, p. 5031 - 5036 (2021/07/29)
Benzofuro[2,3-b]indoles, apart from their attractive biological features, constitute a novel family of electron donors for electroluminescent materials. Reported herein is the establishment of a strategy involving bimetallic catalysis to form such π-conju
Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis
Xiao, Teng-Fei,Zhang, Yi-Fan,Hou, Wen-Tao,Yan, Pen-Ji,Hai, Jun,Xu, Peng-Fei,Xu, Guo-Qiang
supporting information, p. 8942 - 8946 (2021/11/24)
Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.
Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2-Symmetric Biaryls
Coombs, Gavin,Sak, Marcus H.,Miller, Scott J.
supporting information, p. 2875 - 2880 (2020/01/24)
We have demonstrated that small, modular, tetrameric peptides featuring the Lewis-basic residue β-dimethylaminoalanine (Dmaa) are capable of atroposelectively coupling naphthols and ester-bearing quinones to yield non-C2-symmetric BINOL-type scaffolds with good yields and enantioselectivity. The study culminates in the asymmetric synthesis of backbone-substituted scaffolds similar to 3,3′-disubstituted BINOLs, such as (R)-TRIP, with good (94:6 e.r.) to excellent (>99.9:0.1 e.r.) enantioselectivity after recrystallization, and a diastereoselective net arylation of the minimally modified nonsteroidal anti-inflammatory drug (NSAID) naproxen.
Catalytic asymmetric synthesis of aryl diphenol the axis chiral is joint method
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Paragraph 0049; 0050; 0051, (2017/10/31)
The invention discloses a method for catalyzing asymmetrically synthesized axially chiral biaryl diphenol. In an organic solvent, chiral phosphoric acid is taken as a catalyst, a compound shown in a formula III is obtained by reaction on a compound shown
Design and Discovery of Functionally Selective Serotonin 2C (5-HT2C) Receptor Agonists
Cheng, Jianjun,McCorvy, John D.,Giguere, Patrick M.,Zhu, Hu,Kenakin, Terry,Roth, Bryan L.,Kozikowski, Alan P.
supporting information, p. 9866 - 9880 (2016/11/19)
On the basis of the structural similarity of our previous 5-HT2C agonists with the melatonin receptor agonist tasimelteon and the putative biological cross-talk between serotonergic and melatonergic systems, a series of new (2,3-dihydro)benzofu
USE OF SUBSTITUTED 2,3-DIHYDRO-1-BENZOFURAN-4-CARBOXYLIC ACIDS OR SALTS THEREOF AS ACTIVE SUBSTANCES AGAINST ABIOTIC PLANT STRESS
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Paragraph 0142, (2015/12/11)
Use of substituted 2,3-dihydro-1-benzofuran-4-carboxylic acids of the general formula (I) or salts thereof where the radicals in the general formula (I) are as defined in the description, for increasing stress tolerance in plants with respect to abiotic
Atroposelective Synthesis of Axially Chiral Biaryldiols via Organocatalytic Arylation of 2-Naphthols
Chen, Ye-Hui,Cheng, Dao-Juan,Zhang, Jian,Wang, Yong,Liu, Xin-Yuan,Tan, Bin
supporting information, p. 15062 - 15065 (2015/12/18)
The first phosphoric acid-catalyzed asymmetric direct arylative reactions of 2-naphthols with quinone derivatives have been developed, providing efficient access to a class of axially chiral biaryldiols in good yields with excellent enantioselectivities u
Cobalt-catalyzed arylation and alkenylation of alpha-bromo eneformamides and enecarbamates by cross-coupling with organic bromides: Application to the synthesis of functionalized piperidines and azepanes
Bassler, Daniel P.,Alwali, Amir,Spence, Laura,Beale, Oliver,Beng, Timothy K.
supporting information, p. 6 - 12 (2015/01/30)
The synthesis of α-arylated and alkenylated piperidine and azepane derivatives has been accomplished through cross-coupling of α-bromo eneformamides or enecarbamates with feedstock organic halides such as aryl and vinyl bromides, under cobalt catalysis. The coupling products, which themselves are synthetic intermediates for accessing other functionalized piperidines and azepanes are obtained in good to excellent yields.
Experimental and Theoretical Justification for the Regiospecific Cycloaddition of Levopimaric Acid to 2-Acetyl- or 2-(Methoxycarbonyl)-1,4-Benzoquinone
Vafina,Borisevich,Uzbekov,Poptsov,Spirikhin,Khursan
, p. 1120 - 1125 (2016/02/18)
New 4a-quinopimaric acid derivatives were synthesized via a Diels-Alder reaction of levopimaric acid with 2-acetyl- or 2-(methoxycarbonyl)-1,4-benzoquinone and were characterized using elemental analysis and NMR spectroscopy. Thermodynamic and activation
