21615-74-7Relevant articles and documents
Application of a new solid-phase resin: Benzamide ortho-lithiation and the synthesis of a phthalide library
Garibay, Patrick,Toy, Patrick H.,Hoeg-Jensen, Thomas,Janda, Kim. D.
, p. 1438 - 1440 (1999)
The utility of new polytetrahydrofuran cross-linked polystyrene resins is demonstrated through the solid-phase synthesis of a phthalide library. The phthalides are synthesized via directed ortho-lithiation of resin bound benzamides and isolated via cyclat
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Ferrari et al.
, p. 1247,1251 (1965)
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Chatterjea et al.
, p. 3409 (1972)
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Direct and selective synthesis of 3-arylphthalides via nickel-catalyzed aryl addition/intramolecular esterification
Qiang, Qing,Liu, Feipeng,Rong, Zi-Qiang
supporting information, (2021/05/10)
Herein we report a nickel-catalyzed aryl addition/intramolecular esterification in a cascade fashion. Under the combination of commercially available nickel precursor and tridentate ligand, the one pot protocol offers a direct, simple and regioselective approach to access 3-aryl phthalide derivatives from two readily available substrates with good efficiency, broad scope as well as satisfactory functional group compatibility.
Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents
Wei, Baosheng,Ren, Qianyi,Bein, Thomas,Knochel, Paul
supporting information, p. 10409 - 10414 (2021/03/26)
A variety of functionalized triarylmethane and 1,1-diarylalkane derivatives were prepared via a transition-metal-free, one-pot and two-step procedure, involving the reaction of various benzal diacetates with organozinc reagents. A sequential cross-coupling is enabled by changing the solvent from THF to toluene, and a two-step SN1-type mechanism was proposed and evidenced by experimental studies. The synthetic utility of the method is further demonstrated by the synthesis of several biologically relevant molecules, such as an anti-tuberculosis agent, an anti-breast cancer agent, a precursor of a sphingosine-1-phosphate (S1P) receptor modulator, and a FLAP inhibitor.