(1H-PYRROL-2-YL)-ACETONITRILE synthesis
- Product Name:(1H-PYRROL-2-YL)-ACETONITRILE
- CAS Number:50551-29-6
- Molecular formula:C6H6N2
- Molecular Weight:106.13
Yield: 63%
Reaction Conditions:
with tris[2-phenylpyridinato-C2,N]iridium(III);N,N-dimethyl-formamide at 24;Inert atmosphere;UV-irradiation;regioselective reaction;Minisci Aromatic Substitution;
Steps:
1 General procedure for the xanthate transfer group reaction and oxidative addition to aromatic systems
General procedure: In a 4.0mL glass vial equipped with a stirring bar, were added the corresponding xanthate (0.2mmol, 2.0 equiv.), the radical acceptor (0.1mmol, 1.0 equiv.) (alkene 2 or 5; or heterocycle 10-12), Ir(ppy)3 (0.002mmol, 0.02 equiv.) and DMF (0.4mL, [0.25M]). Next, the resulting solution was degassed by three consecutive freeze-pump-thaw cycles and placed under argon atmosphere. Finally, the reaction mixture was stirred and irradiated in a Blue LEDs reactor (12W) at 24°C during 12-14h. After that, the mixture was concentrated in vacuo and the product was purified by flash column chromatography on silica gel.
References:
López-Mendoza, Pedro;Díaz, John E.;Loaiza, Alix E.;Miranda, Luis D. [Tetrahedron,2018,vol. 74,# 38,p. 5494 - 5502] Location in patent:supporting information
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