Synthesis of N‑Unsubstituted and N3‑Substituted Quinazoline-2,4(1H,3H)‑diones from o‑Aminobenzamides and CO2 at Atmospheric Pressure and Room Temperature

The unprecedented metal-free synthesis of both N-unsubstituted and N3-substituted quinazoline-2,4­(1H,3H)-diones from o-aminobenzamides and CO2 under atmospheric pressure at room temperature is developed. This protocol easily allows for variations of functional groups (including alkyl, aryl, and het...

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Published inOrganic letters Vol. 25; no. 14; pp. 2471 - 2475
Main Authors Zhang, Lin, Chen, Qian, Li, Linlin, Ma, Nana, Tian, Jie, Sun, Hao, Xu, Qian, Yang, Yuanyong, Li, Chun
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 14.04.2023
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
AMINES
ISOCYANIDES
EFFICIENT SYNTHESIS
2-AMINOBENZONITRILES
CARBON-DIOXIDE
CATALYSTS
ACCESS
ALKALOIDS
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Summary:The unprecedented metal-free synthesis of both N-unsubstituted and N3-substituted quinazoline-2,4­(1H,3H)-diones from o-aminobenzamides and CO2 under atmospheric pressure at room temperature is developed. This protocol easily allows for variations of functional groups (including alkyl, aryl, and heterocycle groups) at the N3-position to accommodate the construction of many important drugs and bioactive compounds. The reaction features eco-friendliness, substrate scope tolerance, and versatility and can be implemented even at the gram scale.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00614