Details

Autor(en) / Beteiligte

• Zhou, Quan
• Xiong, Fang-Ting
• Chen, Pu
• Xiong, Bi-Quan
• Tang, Ke-Wen
• Liu, Yu

Titel

The visible-light-induced acylation/cyclization of alkynoates with acyl oximes for the construction of 3-acylcoumarins

Ist Teil von

• Organic & biomolecular chemistry, 2021-10, Vol.19 (41), p.912-92

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2021

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A nitrogen-centered radical-mediated carbon-carbon bond cleavage strategy is described to synthesize functionalized 3-acylcoumarins. The strategy is enabled by the visible-light-induced acylation/cyclization of alkynoates with various acyl oxime compounds in acetonitrile. The difunctionalization of carbon-carbon triple bonds precedes the generation of iminyl radicals, which is followed by the formation of acyl radicals. The acyl radicals then attack the carbon-carbon triple bonds, followed by 5- exo-trig cyclization and 1,2-ester migration. This strategy has wide substrate adaptability and good substituent tolerance. A nitrogen-centered radical-mediated carbon-carbon bond cleavage strategy for the construction of 3-acylcoumarins via the visible-light-induced cascade acylation/cyclization of alkynoates with acyl oxime compounds is reported.