13448-97-0Relevant articles and documents
Oxidative rearrangement of flavanones with thallium(III) nitrate, lead tetraacetate and hypervalent iodines in trimethyl orthoformate and perchloric or sulfuric acid
Nemeth, Istvan,Kiss-Szikszai, Attila,Zita Illyes, Tuende,Mandi, Attila,Komaromi, Istvan,Kurtan, Tibor,Antus, Sandor
, p. 1289 - 1296 (2012)
An HPLC monitoring protocol has been developed to follow the reaction of flavanone [(±)-1] with thallium(III) nitrate, lead tetracetate, phenyliodonium diacetate (PIDA) or [hydroxyl(tosyloxy)iodo]benzene in trimethyl orthoformate. Besides the major ring-c
Application of phase-vanishing method with CO gas evolution to carbonylation reactions
Adachi, Yusuke,Matsubara, Hiroshi
supporting information, p. 89 - 95 (2018/10/26)
Although carbon monoxide (CO) is considered a practical source of the carbonyl functionality in various compounds, handling CO gas is difficult. The phase-vanishing (PV) method, using highly fluorinated solvents as the phase screen, was thus employed, in which CO was evolved for use in organic synthesis. An H-shaped reactor bearing two reaction chambers was employed. In the first chamber, CO was efficiently generated from sulfuric acid and ammonium formate under the PV conditions, and then consumed in the second chamber in a range of palladium-catalysed carbonylation reactions, affording the desired products. Use of this PV system allowed for easy and safe generation of hazardous CO gas, and its use thereof in organic synthesis.
A concise route to dihydrobenzo[b]furans: Formal total synthesis of (+)-lithospermic acid
Fischer, Joshua,Savage, G. Paul,Coster, Mark J.
, p. 3376 - 3379 (2011/09/12)
A sequence of Sonogashira coupling, Pd(II)-catalyzed carbonylative annulation, and benzofuran reduction (Mg, MeOH, NH4Cl) provides a convergent and modular synthetic route to trans-2-aryl-2,3-dihydrobenzo[b]furan- 3-carboxylates, which are a structural feature of numerous biologically active natural products. This versatile strategy was applied to the formal total synthesis of the anti-HIV natural product (+)-lithospermic acid.
