79326-07-1Relevant academic research and scientific papers
Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2 H-Chromenes
Cervi, Aymeric,Vo, Yen,Chai, Christina L. L.,Banwell, Martin G.,Lan, Ping,Willis, Anthony C.
, p. 178 - 198 (2020/12/22)
Methods are reported for the efficient assembly of a series of phenol-derived propiolates, including the parent system 56, and their Au(I)-catalyzed cyclization (intramolecular hydroarylation) to give the corresponding coumarins (e.g., 1). Simple syntheses of natural products such as ayapin (144) and scoparone (145) have been realized by such means, and the first of these subject to single-crystal X-ray analysis. A related process is described for the conversion of propargyl ethers such as 156 into the isomeric 2H-chromene precocene I (159), a naturally occurring inhibitor of juvenile hormone biosynthesis.
Synthesis and biological evaluation of alkoxycoumarins as novel nematicidal constituents
Takaishi, Kazuto,Izumi, Minoru,Baba, Naomichi,Kawazu, Kazuyoshi,Nakajima, Shuhei
supporting information; experimental part, p. 5614 - 5617 (2009/05/30)
We synthesized all of the monomethoxycoumarins, 5-alkoxycoumarins and their derivatives, and investigated their nematicidal activity against the phytopathogenic nematode, Bursaphelenchus xylophilus. Among the compounds, 5-ethoxycoumarin showed the highest nematicidal activity. Furthermore, 5-ethoxycoumarin was comparatively harmless against both the brine shrimps, Artemia salina, and the Japanese killifish, Oryzias latipes.
Partial Alkylation of 5,6-Dihydroxycoumarin : Synthesis of 6-Hydroxy-5-methoxy- and 5-Hydroxy-6-methoxy-coumarins
Ahluwalia, V. K.,Khanna, Manjula,Rani, Nimmi
, p. 343 - 344 (2007/10/02)
Partial methylation of 5,6-dihydroxycoumarin (II) gives 6-hydroxy-5-methoxycoumarin (III).The isomeric 5-hydroxy-6-methoxycoumarin (I) is obtained by partial benzylation of II followed by methylation and final catalytic debenzylation.The melting points of
