Quinazolin-4(3H)-ones derivatives represent an important class of nitrogen-containing heterocycles with diverse biological and pharmacological activities, and their significance makes their efficient synthesis highly desirable. In this context, we report here a simple, efficient and green one-pot synthetic protocol for the preparation of 2-substituted quinazolin-4(3H)-ones via cyclocondensation of 2-aminobenzamide with variety aldehydes, employing scandium triflate [Sc(OTf)3] as a water-tolerant and recyclable Lewis acid catalyst. The reactions were carried out at room temperature in dichloromethane, proceeding smoothly without the need for any external oxidant. The transformation involves in situ imine formation followed by intramolecular cyclization and aerobic oxidation. A broad range of aldehydes, including aromatic and heteroaromatic substrates bearing both electron-donating and electron-withdrawing groups, were well tolerated affording the desired products in good to excellent yields (70–90%) within short reaction times (3–5 hours). This green methodology offers several significant advantages, such as mild reaction condition, operational simplicity, high selectivity and reduced environmental impact. A key feature of this methodology lies in the facile recovery of Sc(OTf)3 catalyst through simple aqueous extraction and its recyclability over multiple cycles without significant defeat of efficiency, underscoring its potential in sustainable organic synthesis.
| Published in | American Journal of Heterocyclic Chemistry (Volume 11, Issue 1) |
| DOI | 10.11648/j.ajhc.20261101.12 |
| Page(s) | 11-21 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2026. Published by Science Publishing Group |
One-pot Synthesis, Scandium Triflate, Water-tolerant Lewis Acid, 2- Substituted Quinazolin-4(3H)-One Scaffolds, Green Approach
Entry | Catalyst | Solvents | Timeb (h) | Yieldc(%) |
|---|---|---|---|---|
a | No catalyst | EtOH | 10 | 20 |
b | Sm(OTf)3 (5 mol%) | EtOH | 5 | 75 |
c | Sc(OTf)3 (5 mol%) | EtOH/H2O | 3 | 82 |
d | Sc(OTf)3 (5 mol%) | Toluene | 4 | 60 |
e | Sc(OTf)3 (5 mol%) | DCM | 3 | 88 |
f | Sc(OTf)3 (10 mol%) | DCM | 3 | 85 |
g | Sc(OTf)3 (5 mol%) | Dioxane | 3 | 75 |
h | Sc(OTf)3 (5 mol%) | CH3CN | 4 | 60 |
Entry | Products | Yieldb(%) | Timec(h) |
|---|---|---|---|
a | 2-Phenyl quinazolin-4(3H)-one | 88 | 3 |
b | 2-(4-Nitrophenyl) quinazolin-4(3H)-one | 90 | 3 |
c | 2-(4-Methylphenyl) quinazolin-4(3H)-one | 85 | 5 |
d | 2-(4-Chlorophenyl) quinazolin-4(3H)-one | 86 | 4 |
e | 2-(4-Methoxyphenyl)quinazolin-4(3H)-one | 78 | 5 |
f | 2-Methyl quinazolin-4(3H)-one | 72 | 5 |
g | 2-Isopropyl quinazolin-4(3H)-one | 74 | 4 |
h | 2-(Thiophen-2-yl)quinazolin-4(3H)-one | 82 | 5 |
i | 2-(4-Fluorophenyl) quinazolin-4(3H)-one | 85 | 4 |
j | 2-(4-Hydroxyphenyl) quinazolin-4(3H)-one | 70 | 5 |
k | 2-(2-Chlorophenyl) quinazolin-4(3H)-one | 80 | 4 |
Entry | Yieldb (%) | Catalyst recovery (%) |
|---|---|---|
a | 88 | 95 |
b | 86 | 92 |
c | 83 | 90 |
d | 80 | 88 |
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APA Style
Gorepatil, A. B., Kumdale, P. G., Ghumare, A. B., Kele, K. V., Gaikwad, M. V., et al. (2026). Green and Efficient One-pot Synthesis of 2-Substituted Quinazolin-4(3h)-Ones by Using Scandium Triflate Catalyst. American Journal of Heterocyclic Chemistry, 11(1), 11-21. https://doi.org/10.11648/j.ajhc.20261101.12
ACS Style
Gorepatil, A. B.; Kumdale, P. G.; Ghumare, A. B.; Kele, K. V.; Gaikwad, M. V., et al. Green and Efficient One-pot Synthesis of 2-Substituted Quinazolin-4(3h)-Ones by Using Scandium Triflate Catalyst. Am. J. Heterocycl. Chem. 2026, 11(1), 11-21. doi: 10.11648/j.ajhc.20261101.12
@article{10.11648/j.ajhc.20261101.12,
author = {Amarsinha Babasaheb Gorepatil and Prashant Ganpatrao Kumdale and Akshay Balasaheb Ghumare and Krishna Vitthal Kele and Mahadev Vilas Gaikwad and Pratapsinha Babasaheb Gorepatil},
title = {Green and Efficient One-pot Synthesis of 2-Substituted Quinazolin-4(3h)-Ones by Using Scandium Triflate Catalyst},
journal = {American Journal of Heterocyclic Chemistry},
volume = {11},
number = {1},
pages = {11-21},
doi = {10.11648/j.ajhc.20261101.12},
url = {https://doi.org/10.11648/j.ajhc.20261101.12},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20261101.12},
abstract = {Quinazolin-4(3H)-ones derivatives represent an important class of nitrogen-containing heterocycles with diverse biological and pharmacological activities, and their significance makes their efficient synthesis highly desirable. In this context, we report here a simple, efficient and green one-pot synthetic protocol for the preparation of 2-substituted quinazolin-4(3H)-ones via cyclocondensation of 2-aminobenzamide with variety aldehydes, employing scandium triflate [Sc(OTf)3] as a water-tolerant and recyclable Lewis acid catalyst. The reactions were carried out at room temperature in dichloromethane, proceeding smoothly without the need for any external oxidant. The transformation involves in situ imine formation followed by intramolecular cyclization and aerobic oxidation. A broad range of aldehydes, including aromatic and heteroaromatic substrates bearing both electron-donating and electron-withdrawing groups, were well tolerated affording the desired products in good to excellent yields (70–90%) within short reaction times (3–5 hours). This green methodology offers several significant advantages, such as mild reaction condition, operational simplicity, high selectivity and reduced environmental impact. A key feature of this methodology lies in the facile recovery of Sc(OTf)3 catalyst through simple aqueous extraction and its recyclability over multiple cycles without significant defeat of efficiency, underscoring its potential in sustainable organic synthesis.},
year = {2026}
}
TY - JOUR T1 - Green and Efficient One-pot Synthesis of 2-Substituted Quinazolin-4(3h)-Ones by Using Scandium Triflate Catalyst AU - Amarsinha Babasaheb Gorepatil AU - Prashant Ganpatrao Kumdale AU - Akshay Balasaheb Ghumare AU - Krishna Vitthal Kele AU - Mahadev Vilas Gaikwad AU - Pratapsinha Babasaheb Gorepatil Y1 - 2026/06/04 PY - 2026 N1 - https://doi.org/10.11648/j.ajhc.20261101.12 DO - 10.11648/j.ajhc.20261101.12 T2 - American Journal of Heterocyclic Chemistry JF - American Journal of Heterocyclic Chemistry JO - American Journal of Heterocyclic Chemistry SP - 11 EP - 21 PB - Science Publishing Group SN - 2575-5722 UR - https://doi.org/10.11648/j.ajhc.20261101.12 AB - Quinazolin-4(3H)-ones derivatives represent an important class of nitrogen-containing heterocycles with diverse biological and pharmacological activities, and their significance makes their efficient synthesis highly desirable. In this context, we report here a simple, efficient and green one-pot synthetic protocol for the preparation of 2-substituted quinazolin-4(3H)-ones via cyclocondensation of 2-aminobenzamide with variety aldehydes, employing scandium triflate [Sc(OTf)3] as a water-tolerant and recyclable Lewis acid catalyst. The reactions were carried out at room temperature in dichloromethane, proceeding smoothly without the need for any external oxidant. The transformation involves in situ imine formation followed by intramolecular cyclization and aerobic oxidation. A broad range of aldehydes, including aromatic and heteroaromatic substrates bearing both electron-donating and electron-withdrawing groups, were well tolerated affording the desired products in good to excellent yields (70–90%) within short reaction times (3–5 hours). This green methodology offers several significant advantages, such as mild reaction condition, operational simplicity, high selectivity and reduced environmental impact. A key feature of this methodology lies in the facile recovery of Sc(OTf)3 catalyst through simple aqueous extraction and its recyclability over multiple cycles without significant defeat of efficiency, underscoring its potential in sustainable organic synthesis. VL - 11 IS - 1 ER -