The present thesis work concerns the preparation and optionally site selective functionalization of five- and six-membered nitrogen heterocycles and the investigation of atropisomerism of α,o-bis(methoxymethyl)-1-phenylindole. Mono- and disubstituted 2-bro ...
5-Pyrimidyllithium species are fairly stable when the metal is flanked by two electron-withdrawing substituents such as trifluoromethyl and chlorine or bromine. Thus, the corresponding 5-carboxylic acids are produced in high yields from 4,5-dibromo-6-(trif ...
Mono- and disubstituted 2-bromo-3-fluoroquinolines are readily accessible. They can be converted into the 3-fluoroquinoline-2-carboxylic acids by consecutive halogen/metal permutation and into the 2-bromo-3-fluoroquinoline-4-carboxylic acids by consecutive ...
When treated with either butyllithium or lithium diisopropylamide, 1-(p-methoxybenzyl)pyrazole undergoes metalation at the exocyclic alpha-position but mutates to the 5-lithio species in the course of a few minutes or hours. Trapping the intermediates with ...