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Page 1
Enantioselective Total Synthesis of (+)-Eucophylline.
Traboulsi I, Dange NS, Pirenne V, Robert F, Landais Y. Traboulsi I, et al. Chemistry. 2022 Mar 16;28(16):e202200088. doi: 10.1002/chem.202200088. Epub 2022 Feb 21. Chemistry. 2022. PMID: 35084786
Further elaboration of the latter into the key 1-azabicyclo[3.3.1]nonane motif followed by its coupling with a 2-cyanoaniline allowed the formation of the tetrahydrobenzo[b][1,8]-naphthyridine skeleton of 1, which was finally accessible in 17 steps and 5.9 % overall …
Further elaboration of the latter into the key 1-azabicyclo[3.3.1]nonane motif followed by its coupling with a 2-cyanoaniline …
Delineating the Mechanism of Ionic Liquids in the Synthesis of Quinazoline-2,4(1H,3H)-dione from 2-Aminobenzonitrile and CO(2).
Hulla M, Chamam SMA, Laurenczy G, Das S, Dyson PJ. Hulla M, et al. Angew Chem Int Ed Engl. 2017 Aug 21;56(35):10559-10563. doi: 10.1002/anie.201705438. Epub 2017 Jul 26. Angew Chem Int Ed Engl. 2017. PMID: 28678430
Ionic liquids (ILs) are versatile solvents and catalysts for the synthesis of quinazoline-2,4-dione from 2-aminobenzonitrile and CO(2) . However, the role of the IL in this reaction is poorly understood. ...
Ionic liquids (ILs) are versatile solvents and catalysts for the synthesis of quinazoline-2,4-dione from 2-aminobenzonitrile a …
Polyphosphoric Acid Esters Promoted Synthesis of Quinazolin-4(3H)-imines from 2-Aminobenzonitrile.
Kilimciler NB, Palavecino NM, Gruber N, Vega DR, Orelli LR, Díaz JE. Kilimciler NB, et al. J Org Chem. 2024 Oct 4;89(19):13807-13817. doi: 10.1021/acs.joc.2c02558. Epub 2023 Mar 15. J Org Chem. 2024. PMID: 36919225
A novel method for the synthesis of quinazolin-4(3H)-imines (QIs) by trimethylsilyl polyphosphate (PPSE) promoted reaction of 2-aminobenzonitrile with secondary amides is reported. The reaction is general and allows for the synthesis of N(3)-aryl and N(3)-alkyl QIs …
A novel method for the synthesis of quinazolin-4(3H)-imines (QIs) by trimethylsilyl polyphosphate (PPSE) promoted reaction of 2-am …
Multicomponent Polymerizations of Alkynes, Sulfonyl Azides, and 2-Hydroxybenzonitrile/2-Aminobenzonitrile toward Multifunctional Iminocoumarin/Quinoline-Containing Poly(N-sulfonylimine)s.
Xu L, Zhou T, Liao M, Hu R, Tang BZ. Xu L, et al. ACS Macro Lett. 2019 Feb 19;8(2):101-106. doi: 10.1021/acsmacrolett.8b00884. Epub 2019 Jan 9. ACS Macro Lett. 2019. PMID: 35619415
In this work, the MCPs of diynes, disulfonyl azides, and 2-hydroxybenzonitrile or 2-aminobenzonitrile were reported under the catalysis of CuCl and Et(3)N, generating iminocoumarin/quinoline-containing poly(N-sulfonylimine)s with high molecular weights (up to 37700 …
In this work, the MCPs of diynes, disulfonyl azides, and 2-hydroxybenzonitrile or 2-aminobenzonitrile were reported under the …
Ni-Catalyzed intramolecular cyclization of Baylis-Hillman adducts of 2-cyanoaniline towards 2,3-dihydroquinolin-4(1H)-ones.
Yang M, Li X, Lai T, Xiao J, Xu M, Chen B, Ni HL, Wang BQ, Hu P, Cao P. Yang M, et al. Org Biomol Chem. 2025 Jul 16;23(28):6704-6709. doi: 10.1039/d5ob00778j. Org Biomol Chem. 2025. PMID: 40600412
A Ni-catalyzed reductive cyclization of Baylis-Hillman adducts of 2-cyanoaniline is presented. A novel class of quinolin-4-ones containing a quaternary carbon center were synthesized in moderate to good yields. ...
A Ni-catalyzed reductive cyclization of Baylis-Hillman adducts of 2-cyanoaniline is presented. A novel class of quinolin-4-one …
Room temperature ligand-free Cu2O-H2O2 catalyzed tandem oxidative synthesis of quinazoline-4(3H)-one and quinazoline derivatives.
Dutta N, Dutta B, Dutta A, Sarma B, Sarma D. Dutta N, et al. Org Biomol Chem. 2023 Jan 25;21(4):748-753. doi: 10.1039/d2ob02085h. Org Biomol Chem. 2023. PMID: 36602007
An efficient and simple copper catalytic system has been developed for the synthesis of medicinally important 2-substituted quinazoline-4(3H)-ones from 2-aminobenzonitrile and benzyl alcohol derivatives and additionally 2-substituted quinazolines from 2-aminobenzyla …
An efficient and simple copper catalytic system has been developed for the synthesis of medicinally important 2-substituted quinazoline-4(3H …
Theoretical study on the reaction of CO2 and 2-aminobenzonitrile to form quinazoline-2,4(1H,3H)-dione in water without any catalyst.
Ma J, Hu J, Lu W, Zhang Z, Han B. Ma J, et al. Phys Chem Chem Phys. 2013 Oct 28;15(40):17333-41. doi: 10.1039/c3cp52977k. Phys Chem Chem Phys. 2013. PMID: 24022728
It is revealed that CO2 reacts via carbonic acid (H2CO3) with 2-aminobenzonitrile to form the product. Formation of H2CO3 from CO2 and water is the key for the reactions to proceed smoothly in water without a catalyst because of two reasons. ...
It is revealed that CO2 reacts via carbonic acid (H2CO3) with 2-aminobenzonitrile to form the product. Formation of H2CO3 from …
Efficient catalytic conversion of CO2 to quinazoline-2,4(1H,3H)-diones by a dual-site anion-functionalized ionic liquid: reconsidering the mechanism.
Chen T, Guo Y, Xu Y. Chen T, et al. Chem Commun (Camb). 2023 Oct 12;59(82):12282-12285. doi: 10.1039/d3cc03956k. Chem Commun (Camb). 2023. PMID: 37751272
In order to elucidate the reaction mechanism of ionic liquid-catalyzed CO(2) with 2-aminobenzonitrile, [P(4442)](2)[Hy] with two N(-) sites is designed for the efficient preparation of quinazoline-2,4(1H,3H)-diones. The results show that [Hy](2-) can activate 2 …
In order to elucidate the reaction mechanism of ionic liquid-catalyzed CO(2) with 2-aminobenzonitrile, [P(4442)](2)[Hy] with t …
26 results