volume 86 issue 24 pages 18067-18080

Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products

Publication typeJournal Article
Publication date2021-11-23
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile, and atmospheric oxygen is used as the sole oxidant. The method portrays a wide substrate scope with good functional group tolerances. Moreover, this method was applied for the synthesis of schizocommunin, tryptanthrin, phaitanthrin-A, phaitanthrin-B, and 8H-quinazolino[4,3-b]quinazolin-8-one.
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GOST Copy
Sahoo S., Pal S. Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products // Journal of Organic Chemistry. 2021. Vol. 86. No. 24. pp. 18067-18080.
GOST all authors (up to 50) Copy
Sahoo S., Pal S. Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products // Journal of Organic Chemistry. 2021. Vol. 86. No. 24. pp. 18067-18080.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.1c02343
UR - https://doi.org/10.1021/acs.joc.1c02343
TI - Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products
T2 - Journal of Organic Chemistry
AU - Sahoo, Subrata
AU - Pal, Shantanu
PY - 2021
DA - 2021/11/23
PB - American Chemical Society (ACS)
SP - 18067-18080
IS - 24
VL - 86
PMID - 34813342
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Sahoo,
author = {Subrata Sahoo and Shantanu Pal},
title = {Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.joc.1c02343},
number = {24},
pages = {18067--18080},
doi = {10.1021/acs.joc.1c02343}
}
MLA
Cite this
MLA Copy
Sahoo, Subrata, and Shantanu Pal. “Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products.” Journal of Organic Chemistry, vol. 86, no. 24, Nov. 2021, pp. 18067-18080. https://doi.org/10.1021/acs.joc.1c02343.