《Nucleophilic Iron Complexes in Proton-Transfer Catalysis: An Iron-Catalyzed Dimroth Cyclocondensation》 was written by Baykal, Aslihan; Zhang, Dihan; Knelles, Jakob; Alt, Isabel T.; Plietker, Bernd. Quality Control of 3-Oxo-3-phenylpropanenitrileThis research focused ontriazole preparation; aryl azide ketone Dimroth cyclocondensation reaction iron catalyst; Dimroth cyclocondensation; cyclocondensation-C−H-amination; homogeneous catalysis; iron; triazoles. The article conveys some information:
The nucleophilic iron complex Bu4N[Fe(CO)3(NO)](TBA[Fe]) is an active catalyst in C-H-amination but also in proton-transfer catalysis. Herein, the successful use of this complex as a proton-transfer catalyst in the cyclocondensation reaction between azides R1N3 (R1 = Ph, 4-nitrophenyl, naphthalen-2-yl, pyridin-3-yl, etc.) and ketones R2C(O)CH2R3 (R2 = Me, 1-methyl-1H-imidazol-2-yl, 1-methyl-1H-1,3-benzodiazol-2-yl, Ph, etc.; R3 = C(O)Me, Ph, thiophen-3-yl, CN, etc.) to the corresponding 1,2,3-triazoles I has been described. Cross-experiments indicate that the proton-transfer catalysis is significantly faster than the nitrene-transfer catalysis, which would lead to the C-H amination product. An example of a successful sequential Dimroth triazole-indoline synthesis to the corresponding triazole-substituted indolines II (R4 = Ph, 1-methyl-1H-imidazol-2-yl) is presented. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Quality Control of 3-Oxo-3-phenylpropanenitrile)
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