T. Klatt, D. Roman, Thierry León
Feb 11, 2014
Citations
0
Influential Citations
23
Citations
Journal
Organic letters
Abstract
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 TMP2Mg·2LiCl or the in situ generated base TMP2Zn·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.