Unexpected Insertion of Nitrogen into a C-C Bond: Access to 2,3-Disubstituted Quinazolinone Scaffolds
| Autor: | Xing-Wen Sun, Xiao-Tong Li, Hui-Li Liu, Heng-Zhi Tian |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Reaction conditions
Nitroso Compounds 010405 organic chemistry Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Nitrogen Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Transition metal Insertion reaction medicine Afloqualone Physical and Theoretical Chemistry Quinazolinone medicine.drug |
| Zdroj: | Organic letters. 23(12) |
| ISSN: | 1523-7052 |
| Popis: | A novel, practical, highly efficient, and transition metal free nitrogen insertion reaction for the synthesis of 2,3-disubstituted quinazolinone derivatives was developed. Diverse functionalized 3-indolinone-2-carboxylates and nitrosoarenes with a wide range of substituted nitrosobenzenes, nitrosopyridines, dibenzofuranyl, or dibenzothienyl nitroso compounds worked smoothly to give 2,3-disubstituted quinazolinone derivatives in good to excellent yields (69-98%). A gram-scale reaction was achieved, and an afloqualone analogue was synthesized under the mild reaction conditions. |
| Databáze: | OpenAIRE |
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