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Synthesis 2023; 55(16): 2561-2569
DOI: 10.1055/a-2065-3169
DOI: 10.1055/a-2065-3169
paper
An Efficient Route towards Quinazolinone Derivatives via I2/DMSO-Promoted Oxidative Decarboxylation of α-Amino Acids and Subsequent Oxidative Annulation Reaction
Financial support from the Science and Engineering Research Board (SERB), New Delhi (Grant No: CRG/2021/002889) is most gratefully acknowledged. S.K.S. gratefully thanks the Council of Scientific and Industrial Research, New Delhi for financial support in the form of a Junior Research Fellowship (CSIR-JRF).
Abstract
An efficient and straightforward strategy to synthesize a wide range of quinazolinone derivatives from commercially inexpensive 2-aminobenzamides and various amino acids via molecular iodine promoted oxidative decarboxylation of α-amino acids, followed by oxidative cyclization reaction, is revealed. Operational simplicity, consistent yield, functional group tolerance and sustainability are the other noteworthy features of the reaction. A large number of quinazolinone derivatives were conveniently prepared employing the current strategy. The synthesis of other related heteroarenes, such as benzoxazole and benzothiazole derivatives, following the same reaction conditions broadens the scope of the method.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2065-3169.
- Supporting Information
Publication History
Received: 16 December 2022
Accepted after revision: 29 March 2023
Accepted Manuscript online:
29 March 2023
Article published online:
02 May 2023
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