104891-44-3Relevant articles and documents
Palladium-catalysed direct desulfitative arylation of pyrroles using benzenesulfonyl chlorides as alternative coupling partners
Jin, Rongwei,Yuan, Kedong,Chatelain, Emmanuelle,Soul, Jean-Franois,Douceta, Henri
, p. 3831 - 3841 (2015/01/16)
The reactivity of pyrrole derivatives for palladium-catalysed desulfitative arylation has been investigated. 1-Methyl-, 1-phenyl- and 1-benzylpyrroles were successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst. Highly regioselective arylations at carbon C2 of pyrroles were observed in all cases. A wide variety of substituents on the benzenesulfonyl derivative was tolerated. It should be noted that even bromo- and iodo-benzenesulfonyl chlorides were successfully coupled with pyrrole derivatives without cleavage of the C-Br or C-I bonds, allowing further transformations. Surprisingly, with indoles, mixtures of C2- and C3-arylation products were obtained.
THERMAL HETEROCYCLIZATION OF METHYL ARYL KETAZINES. I. REACTIONS OF THE TAUTOMERIC DIENEHYDRAZINE FORM
Shurukhin, Yu. V.,Klyuev, N. A.,Grandberg, I. I.
, p. 1883 - 1888 (2007/10/02)
The thermal reactions of methyl aryl ketazines in the range of 150-350 deg C were studied.Thermolysis is represented by three types of parallel-consecutive reactions of various tautomeric forms of the initial compounds, i.e., the dienehydrazine, the enehydrazine, and azine forms.The chemical transformations of the first type lead to the cyclization of the azines into derivatives of 2,5-diarylpyrrole and 3,6-diarylpyridazine.The formation of pyrroles under the conditions of uncatalyzed thermolysis and at temperatures excluding the possibility of processes involvingthe participation of radicals is consistent with the mechanism of a -sigmatropic shift.