DDQ in mechanochemical C-N coupling reactions.
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ABSTRACT:
SUBMITTER: Bera SK
PROVIDER: S-EPMC9174842 | biostudies-literature | 2022
REPOSITORIES: biostudies-literature
Publications
DDQ in mechanochemical C-N coupling reactions.
Bera Shyamal Kanti SK Bhanja Rosalin R Mal Prasenjit P
Beilstein journal of organic chemistry 20220601
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is a commonly known oxidant. Herein, we report that DDQ can be used to synthesize 1,2-disubstituted benzimidazoles and quinazolin-4(3<i>H</i>)-ones via the intra- and intermolecular C-N coupling reaction under solvent-free mechanochemical (ball milling) conditions. In the presence of DDQ, the intramolecular C(sp<sup>2</sup>)-H amidation of <i>N</i>-(2-(arylideneamino)phenyl)-<i>p</i>-toluenesulfonamides leads to 1,2-disubstituted benzimidazoles and ...[more]
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