One‐Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles DOI
Tao Guo, Tianwei Liu, Jianghua He

et al.

European Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 2022(2)

Published: Dec. 13, 2021

Abstract It is a challenging task to simultaneously achieve selective depolymerization and valorization of lignin due their complex structure relatively stable bonds. We herein report an efficient strategy that employs 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) as oxidant/catalyst selectively convert different oxidized models wide variety 2‐phenylbenzimidazole‐based compounds in up 94 % yields, by reacting with o‐phenylenediamines varied substituents. This method could take full advantage both C β and/or γ atom furnish the desirable products instead forming byproducts, thus exhibiting high economy. Furthermore, this can effectively transform hardwood (birch) softwood (pine) into corresponding degradation 45 wt% 30 wt%, respectively. Through “one‐pot” process, we have successfully realized oxidation/depolymerization/valorization natural birch at same time produced benzimidazole derivatives 67 total yields.

Language: Английский

Inhibitory potential of nitrogen, oxygen and sulfur containing heterocyclic scaffolds against acetylcholinesterase and butyrylcholinesterase DOI Creative Commons

Rami J. Obaid,

Nafeesa Naeem, Ehsan Ullah Mughal

et al.

RSC Advances, Journal Year: 2022, Volume and Issue: 12(31), P. 19764 - 19855

Published: Jan. 1, 2022

The present review focuses on various heterocyclic scaffolds and their role in designing developing new potential AChE BChE inhibitors to treat AD.

Language: Английский

Citations

85

Advancement of chitin and chitosan as promising biomaterials DOI Creative Commons

Munirah M. Al‐Rooqi,

M. Masudul Hassan, Ziad Moussa

et al.

Journal of Saudi Chemical Society, Journal Year: 2022, Volume and Issue: 26(6), P. 101561 - 101561

Published: Oct. 5, 2022

Biopolymers like cellulose, polysaccharides, chitosan, starch, chitin, and alginates have sparked an increasing curiosity in creating natural replacements for synthetic polymers during the last several decades. Chitin is a major part of fungi's cell walls, crustaceans' exoskeletons, lobsters, crabs, shrimps, cephalopod beaks, radulae mollusks, fish lissamphibians scales. Since late 1970 s, biopolymer chitosan has gathered interest basic science applied research due to its incredible macromolecular framework, physicochemical properties, biological activities, which differ from those polymers. derivatives thereof practical usages chemistry, agriculture sector, medicine, cosmetics, as well textile paper industries. Chitosan also received lot recent fields dentistry, ophthalmology, veterinary science, biomedicine, drink industry, hygiene personal care, catalysis, chromatography, sewage treatment, biotechnology. Numerous fundamental investigations been conducted on chitin chitosan. This article presents short compact summary over two decades attempt highlight works applications.

Language: Английский

Citations

49

trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis DOI
Ziyong Wang, Chen Zhang, Jason Wu

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(10), P. 5624 - 5630

Published: March 2, 2023

A cooperative catalyst system involving a Pd(0)/Senphos complex, tris(pentafluorophenyl)borane, copper bromide, and an amine base, is demonstrated to catalyze trans-hydroalkynylation of internal 1,3-enynes. For the first time, Lewis acid shown promote reaction emerging outer-sphere oxidative step. The resulting cross-conjugated dieneynes are versatile synthons for organic synthesis, their characterization reveals distinct photophysical properties depending on positioning donor/acceptor substituents along conjugation path.

Language: Английский

Citations

15

DFT investigation of the DDQ-catalytic mechanism for constructing C–O bonds DOI

Xiufang Zheng,

Da‐Gang Zhou, Lijun Yang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(18), P. 3693 - 3707

Published: Jan. 1, 2024

The DDQ-catalytic mechanisms for constructing C–O bonds via H 2 O and CH 3 OH as oxygen sources have been investigated with DFT.

Language: Английский

Citations

5

Electronic Control of the Scholl Reaction: Selective Synthesis of Spiro vs Helical Nanographenes DOI Creative Commons
Patricia Izquierdo‐García, Jesús M. Fernández‐García, Josefina Perles

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 62(7)

Published: Dec. 10, 2022

Abstract Scholl oxidation has become an essential reaction in the bottom‐up synthesis of molecular nanographenes. Herein, we describe a controlled by electronic effects on starting substrate ( 1 , b ). Anthracene‐based polyphenylenes lead to spironanographenes under conditions. In contrast, electron‐deficient anthracene affords helically arranged nanographene formed two orthogonal dibenzo[fg,ij]phenanthro‐[9,10,1,2,3‐pqrst]pentaphene (DBPP) moieties linked through octafluoroanthracene core. Density Functional Theory (DFT) calculations predict that control either first formation spirocycles and subsequent form spironanographene 2 or expected dehydrogenation leading solely helical 3 . The crystal structures four new spiro compounds syn 9 anti 10 ) were solved single X‐ray diffraction. photophysical properties reveal remarkable dual fluorescent emission.

Language: Английский

Citations

18

Synthesis of Pyrazolo[1,5-a]pyridinyl, Pyrazolo[1,5-a]quinolinyl, and Pyrazolo[5,1-a]isoquinolinyl Sulfonyl Fluorides via a [3 + 2] Annulation DOI

Wenqian Wu,

Hua‐Li Qin

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(5), P. 3266 - 3276

Published: Feb. 16, 2023

A [3 + 2] cycloaddition reaction of N-aminopyridines, N-aminoquinolines, and N-aminoisoquinolines with 1-bromoethene-1-sulfonyl fluoride (BESF) was performed to obtain optimum yields various useful pyrazolo[1,5-a]pyridinyl, pyrazolo[1,5-a]quinolinyl, pyrazolo[5,1-a]isoquinolinyl sulfonyl fluorides (43–90% yield). The transformation process showed broad substrate specificity, mild conditions, operational simplicity. Therefore, the has great applicable value in field medicinal chemistry other disciplines.

Language: Английский

Citations

11

Direct Regioselective Dehydrogenation of α‐Substituted Cyclic Ketones DOI Creative Commons

Sebastian Schwengers,

Gabriela G. Gerosa, Tynchtyk Amatov

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(35)

Published: June 20, 2023

We disclose a highly regioselective, catalytic one-step dehydrogenation of α-substituted cyclic ketones in the presence 2,3-dichlorobenzo-5,6-dicyano-1,4-benzoquinone (DDQ). The high regioselectivity originates from phosphoric acid-catalyzed enolization, selectively affording thermodynamically preferred enol, followed by subsequent oxidation event. Our method provides reliable access to several α-aryl and α-alkyl substituted α,β-unsaturated ketones.

Language: Английский

Citations

11

Photo-driven Aerobic C(sp3)-H Oxidation by Organic Photocatalysts: A Recent Review DOI
Mianran Chao, Qin Zhang, Jin Ge

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134496 - 134496

Published: Jan. 1, 2025

Language: Английский

Citations

0

Spectrophotometric and computational characterization of charge transfer complex of selumetinib with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and its utilization in developing an innovative green and high throughput microwell assay for analysis of bulk form and pharmaceutical formulation DOI Creative Commons
Sarah Alrubia, Wafa Alshehri, Awwad A. Radwan

et al.

BMC Chemistry, Journal Year: 2025, Volume and Issue: 19(1)

Published: Jan. 29, 2025

For paediatric patients suffering from neurofibromatosis, Selumetinib (SEL) is the only approved drug. Here an original ecofriendly and high pace method introduced using 96- microwell spectrophotometric assay (MW-SPA) to measure SEL content in bulk commercial pharmaceutical formulation (Koselugo® capsules). This was relied on in-microwell formation of a coloured charge transfer complex (CTC) upon interaction with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The fully characterized by computational studies. CTC exhibited absorbance maximum (λmax) at 440 nm. ease reaction occurrence, stability its absorptivity were proved measuring association constant (0.63 × 102 L/ mol), standard free energy change (-10.31 KJ/mol), molar (ε) (3.78 103 L/mol/cm), SEL: DDQ stoichiometric ratio (1:1). Establishments optimum values applied conditions 96-well plate refined regarding concentration, time, temperature, solvents. Validation according ICH guidelines. linear SEL' concentrations ranged 10 200 µg/well, limits detection quantitation 4.1 12.5 respectively. Then, efficaciously adapted accurately precisely determine form Koselugo® capsules. environmental safety documented three different comprehensive metric tools. Additionally, assessment assay's rate demonstrated throughput, enabling processing large number samples quality control laboratories. successful development this provides valuable fast green analytical tool for ensuring SEL's

Language: Английский

Citations

0

Recent Advances toward Electro- and Electrophotochemical 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Catalyzed C—H/C—F Bonds Functionalization DOI
Yongmei Li,

Liangbo Sun,

Kun Xu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(2), P. 668 - 668

Published: Jan. 1, 2025

Language: Английский

Citations

0