TMP-magnesium and TMP-Zinc bases for the regioselective metalation of the cinnoline scaffold
A regioselective functionalization of cinnolines in positions 3 and 8 using metalations has been developed. This involves either the use of a frustrated Lewis pair consisting of BF3·Et2O and TMP 2Mg·2LiCl or the in situ generated base TMP 2Zn·2MgCl2·2LiCl. Successive metalations allow the preparation of 3,8-disubstituted cinnolines. Various functionalizations by acylation, allylation, and cross-coupling reactions with aryl halides or alkenyl iodides were carried out successfully.
Klatt, Thomas,Roman, Daniela Sustac,Leon, Thierry,Knochel, Paul
supporting information
p. 1232 - 1235
(2014/03/21)
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