Details

Autor(en) / Beteiligte

• Bera, Shyamal Kanti
• Bhanja, Rosalin
• Mal, Prasenjit

Titel

DDQ in mechanochemical C-N coupling reactions

Ist Teil von

• Beilstein journal of organic chemistry, 2022-06, Vol.18 (1), p.639-646

Ort / Verlag

Germany: Beilstein-Institut

Erscheinungsjahr

2022

Link zum Volltext

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• 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 )-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 )-H amidation of -(2-(arylideneamino)phenyl)- -toluenesulfonamides leads to 1,2-disubstituted benzimidazoles and the one-pot coupling of 2-aminobenzamides with aryl/alkyl aldehydes resulted in substituted quinazolin-4(3 )-one derivatives in high yields.