The first total synthesis of (+/-)-linderol A, a tricyclic hexahydrodibenzofuran constituent of Lindera umbellata bark, with potent inhibitory activity on melanin biosynthesis of cultured B-16 melanoma cells.
[reaction in text] The first total synthesis of (+/-)-linderol A, a hexahydrodibenzofuran isolated from Lindera umbellata bark, with potent inhibitory activity on melanin biosynthesis of cultured B-16 melanoma cells was achieved via a 20-step of reaction
Visible-Light-Driven Intermolecular [2+2] Cycloadditions between Coumarin-3-Carboxylates and Acrylamide Analogs
This paper reports a room temperature visible-light-driven protocol for the intermolecular [2+2] cycloadditions between coumarin-3-carboxylates and acrylamides analogs by an energy-transfer process. Using an iridium complex FIrPic as a photosensitizer and a 3W blue LED as a light source, an array of cyclobutabenzocypyranones were prepared in moderate to excellent yields.
Nucleophilic addition reactions on 3-carbethoxy-5,7-dimethoxycoumarin
3-Carbethoxy-5,7-dimethoxycoumarin (2) underwent Michael addition and addition-cyclization of some active methylene compounds under different reaction conditions to give the adducts (3-7). Addition of phenylmagnesium bromide onto (2) yielded the tertiary alcohol (8). Addition of ammonia derivatives on (2) afforded the 3-carboxamides (9a-c) and azine (10). Furthermore, alcoholysis and hydrolysis yielded the coumarins (11a-c).
Hassan,Shiba,Harb,Abou-El-Regal,El-Metwally
p. 679 - 688
(2007/10/03)
Synthesis of Coumarin-3-O-acylisoureas by Dicyclohexylcarbodiimide
The synthesis and isolation of some O-acylisoureas are described.The reaction between dicyclohexylcarbodiimide and coumarin-3-carboxylic acids leads to coumarin-dicyclohexylisourea derivatives, isolated as the main products, and to coumarin-dicyclohexylur
Bonsignore, Leonardo,Cottiglia, Filippo,Maccioni, Anna M.,Secci, Daniela,Lavagna, Silvio M.
p. 573 - 578
(2007/10/02)
Reductions via Boranes: A New, Convenient Method for the Preparation of 3-Substituted Esters and Thioesters of 3,4-Dihydrocoumarin
Reduction of various O-ethyl coumarin-3-carboxylates and O-ethyl coumarin-3-thioncarboxylates with diborane, borane dimethyl sulfide, 9-borabicyclononane, and bisethane-diborane lead to the corresponding 3,4-dihydro derivatives with good yields.
Kirkiacharian, B. S.,Danan, A.
p. 383 - 385
(2007/10/02)
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