106929-19-5Relevant articles and documents
Visible-Light-Induced C(sp2)-C(sp3) Coupling Reaction for the Regioselective Synthesis of 3-Functionalized Coumarins
Li, Hanjie,Lin, Zhenwei,Lu, Ping,Qiao, Li,Wang, Yanguang,Xie, Jianwei,Zhang, Ke
supporting information, p. 9552 - 9562 (2021/07/26)
A photocatalysis strategy for the regioselective synthesis of 3-functionalized coumarins is reported. With visible light irradiation, a direct and regioselective C(sp2)-C(sp3) coupling reaction of 3-(2-hydroxyphenyl)acrylates with ethers or thioethers occurs by using Ru(bpy)3Cl2·6H2O as a photocatalyst and TBHP as an oxidant. The cascade process involves alkenylation of the C(sp3)-H bond of ethers and lactonization, furnishing 3-alkylated coumarins as the final products. This approach is characterized by a broad substrate scope, mild reaction conditions, and simplified operation. The synthesis of 3-alkylated coumarins could be realized by a one-pot procedure, starting from commercially available salicylaldehyde.
Synthesis of Coumarins by Flash Vacuum Pyrolysis of 3-(2-Hydroxyaryl)propenoic Esters
Cartwright, Gary A.,McNab, Hamish
, p. 296 - 297 (2007/10/03)
Flash vacuum pyrolysis of 3-(2-hydroxyaryl)propenoic esters gives coumarins (and other fused α-pyrones) in high yieid.
Carboxylic Esters as Radical Leaving Groups: A New and Efficient Gas-phase Synthesis of Benzofurans
Black, Michael,Cadogan, J. I. G.,Cartwright, Gary A.,McNab, Hamish,MacPherson, Andrew D.
, p. 959 - 960 (2007/10/02)
Flash vacuum pyrolysis (FVP) of o-allyloxycinnamate esters gives benzofurans in high yield, via cyclisation of a phenoxyl radical and subsequent cleavage of the carboxylic ester function; coumarins are obtained by FVP of the corresponding phenols.
