《Metal-Free Solvent/Base-Switchable Divergent Synthesis of Multisubstituted Dihydrofurans》 was written by Gore, Babasaheb Sopan; Kuo, Chiao-Ying; Garkhedkar, Amol Milind; Chang, Yu-Lun; Wang, Jeh-Jeng. Quality Control of 3-Oxo-3-phenylpropanenitrile And the article was included in Organic Letters in 2020. The article conveys some information:
A general protocol for the synthesis of multisubstituted 2,3-dihydrofuran-2-carbonitriles and 4,5-dihydrofuran-3-carbonitriles was demonstrated under a metal-free regime with the same oxidant, TBHP. By simply switching the reaction solvent and base, the reaction proceeds via two pathways. An unexpected -CN group migration rearrangement and hydroxylation have occurred in nonpolar and polar solvents, resp., under the reported conditions. Furthermore, the source of the hydroxyl group and hydrogen in the reaction is indirectly confirmed with isotope labeling studies. In addition to this study using 3-Oxo-3-phenylpropanenitrile, there are many other studies that have used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Quality Control of 3-Oxo-3-phenylpropanenitrile) was used in this study.
3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Quality Control of 3-Oxo-3-phenylpropanenitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts