A. V. Ivanov, I. A. Ushakov, M. V. Markova, S. Yu. Falicheva, A. I. Mikhaleva, B. A. Trofimov, “Regioselective Formylation of 1-(2-Oxiranylmethyl)-4,5,6,7-tetrahydroindole with DMF/(COCl)2: the Pyrrole vs. Oxirane Nucleophilicity”, Mendeleev Commun., 22:5 (2012), 265

Эта публикация цитируется в 1 статье

Regioselective Formylation of 1-(2-Oxiranylmethyl)-4,5,6,7-tetrahydroindole with DMF/(COCl)₂: the Pyrrole vs. Oxirane Nucleophilicity

A. V. Ivanov, I. A. Ushakov, M. V. Markova, S. Yu. Falicheva, A. I. Mikhaleva, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Аннотация: Treatment of 1-(2-oxiranylmethyl)-4,5,6,7-tetrahydroindole with the DMF/(COCl)2 reagent system in CH2Cl2 (room temperature, 40min) starts oxirane opening to give 1-(3-chloro-2-hydroxypropyl)-4,5,6,7-tetrahydroindole followed by the formylation of the pyrrole ring to end up with the formation of 1-(3-chloro-2-formyloxypropyl)-4,5,6,7-tetrahydroindole-2-carboxaldehyde viathe intermediate 1-(3-chloro-2-hydroxypropyl)-4,5,6,7-tetrahydroindole-2-carboxaldehyde.

Язык публикации: английский

DOI: 10.1016/j.mencom.2012.09.013