93655-48-2Relevant academic research and scientific papers
The visible-light-induced acylation/cyclization of alkynoates with acyl oximes for the construction of 3-acylcoumarins
Chen, Pu,Liu, Yu,Tang, Ke-Wen,Xiong, Bi-Quan,Xiong, Fang-Ting,Zhou, Quan
supporting information, p. 9012 - 9020 (2021/11/04)
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-trigcyclization and 1,2-ester migration. This strategy has wide substrate adaptability and good substituent tolerance.
One-pot, diversity-oriented synthesis of aryl-substituted benzoxacycles including benzofuran, coumarin, and benzoxazepine
Masui, Hisashi,Ohkawa, Eri,Kitahara, Rika,Wanibuchi, Kiyofumi,Takahashi, Takashi
, p. 2273 - 2290 (2017/12/12)
A one-pot method for the synthesis of benzoxacycles including benzofuran, coumarin, benzoxazepine, and benzoxazocine from a common synthetic intermediate was established. Benzoxacycles are privileged structures in medicinal chemistry and have featured in several clinically used drugs. The synthesis of a benzofuran containing an aryl substituent was accomplished using potassium carbonate and sodium hydride. The one-pot synthesis of coumarin was also carried out using trans-decalin as the solvent. The optimized conditions for the one-pot synthesis of benzoxazepine can also be applied to the synthesis of benzoxazocine.
