Synthesis of dihydroquinazolines from 2-aminobenzylamine: N3-aryl derivatives with electron-withdrawing groups

Nadia Gruber, Jimena E. Díaz and Liliana R. Orelli
Beilstein J. Org. Chem. 2018, 14, 2510–2519. https://doi.org/10.3762/bjoc.14.227

Supporting Information

Supporting Information File 1: Experimental procedures and characterization of new compounds.
Format: PDF Size: 5.1 MB Download

Cite the Following Article

Synthesis of dihydroquinazolines from 2-aminobenzylamine: N3-aryl derivatives with electron-withdrawing groups
Nadia Gruber, Jimena E. Díaz and Liliana R. Orelli
Beilstein J. Org. Chem. 2018, 14, 2510–2519. https://doi.org/10.3762/bjoc.14.227

How to Cite

Gruber, N.; Díaz, J. E.; Orelli, L. R. Beilstein J. Org. Chem. 2018, 14, 2510–2519. doi:10.3762/bjoc.14.227

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 153.3 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Suri, M.; Saikia, U. P.; Saikia, T.; Namdeo, A.; Pahari, P. Copper Oxide Supported on Silica (CuO/SiO2): A Highly Efficient Heterogeneous Catalyst for the Synthesis of 1,2-Dihydroquinazolines at Room Temperature. Current Organic Chemistry 2023, 27, 1447–1457. doi:10.2174/0113852728261733231006094620
  • Kilimciler, N. B.; Palavecino, N. M.; Gruber, N.; Vega, D. R.; Orelli, L. R.; Díaz, J. E. Polyphosphoric Acid Esters Promoted Synthesis of Quinazolin-4(3H)-imines from 2-Aminobenzonitrile. The Journal of organic chemistry 2023. doi:10.1021/acs.joc.2c02558
  • Zhao, L.; Yang, M.-L.; Liu, M.; Ding, M.-W. New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence. Beilstein journal of organic chemistry 2022, 18, 286–292. doi:10.3762/bjoc.18.32
  • Long, Z.; Maolin, Y.; Haoran, C.; Mingwu, D. One-Pot Three-Component Synthesis of 3,4-Dihydroquinazoline Derivatives. Chinese Journal of Organic Chemistry 2022, 42, 3740. doi:10.6023/cjoc202204059
  • Komkov, A. V.; Kozlov, M. A.; Linitskii, Y. A.; Vasil'ev, L. S.; Dmitrenok, A. S.; Zavarzin, I. V. Synthesis of new 5-hydroxyquinazoline derivatives from functionalized 5-acetyl-6-methylpyrimidines. Chemistry of Heterocyclic Compounds 2021, 57, 772–786. doi:10.1007/s10593-021-02981-9
  • Crampton, M. R. doi:10.1002/9781119531975.ch5a
  • John, S. E.; Gulati, S.; Shankaraiah, N. Recent advances in multi-component reactions and their mechanistic insights: a triennium review. Organic Chemistry Frontiers 2021, 8, 4237–4287. doi:10.1039/d0qo01480j
  • Wu, J.-Y.; Liao, W.-J.; Lin, X.-Y.; Liang, C.-F. A facile access to N-sulfonylthioimidates and their use for the transformation to 3,4-dihydroquinazolines. Organic & biomolecular chemistry 2020, 18, 8881–8885. doi:10.1039/d0ob01963a
  • Orelli, L. R.; Bisceglia, J. A.; Gruber, N.; Díaz, J. E.; Mollo, M. C. Synthetic Approaches to Nonaromatic Nitrogen Heterocycles; Wiley, 2020; pp 631–666. doi:10.1002/9781119708841.ch20
  • Kovalenko, V. N.; Tumanov, N.; Vasiutovich, K.; Leyssens, T. Ethoxycarbonyl functionalized Tröger's base alongside its congener dihydroquinazoline: A trick with crystallization. Chemical Data Collections 2020, 25, 100339. doi:10.1016/j.cdc.2020.100339
Other Beilstein-Institut Open Science Activities