121105-97-3Relevant academic research and scientific papers
HETEROCYCLIC o-CHLOROALDEHYDES AS SYNTHONS IN ORGANIC AND INORGANIC SULFUR CHEMISTRY
Becher, Jan
, p. 289 - 310 (2007/10/02)
Many heterocyclic o-chloroaldehydes are easy to prepare, for example via the Vilsmeier chloroformylation reaction.Due to the electron withdrawing effect of the formyl group, the halogen atom is normally a nucleofuge.This can be used to prepare a range of o-substituted heterocyclic aldehydes showing interesting rearrangement reactions.Such types of compounds are also useful as starting materials for the preparation of annelated heterocyclic systems.We have demonstrated that heterocyclic mercapto groups can be protected as t-butylthioethers.Furthermore, we have found that thiolation of heterocyclic systems containing reactive halogen substituents can conveniently be carried out via the easily prepared t-butylsulfides.This method has been used in the preparation of a number of N2S2-ligands.The resulting transition metal N2S2-complexes have been used in the study of model systems for one of the active sites in cytochrome c oxidase.The method also gives access to polymeric heterocyclic multisulfur transition metal complexes with high electrical conductivity.
Pyridazines with Heteroatom Substituents in Position 3 and 5. 2 . Regioselective Introduction of Mercapto Groups in Pyridazines
Olesen, Preben H.,Kappe, Thomas
, p. 1719 - 1723 (2007/10/02)
The nucleophilic substitution of halogen in 3,5-dichloro-6-phenylpyridazine 1, 5-chloro-2-methyl-6-phenylpyridazin-3(2H)-one 13 as well as in 3-chloro-2-methyl-6-phenylpyridazin-5(2H)-one 14 with methoxy, ethoxy, and the 2-methyl-2-propanethiolate anion is described.In the last type of compounds the t-butylthio groups can be eliminated regioselectively with Lewis acids, resulting in the formation of monomercapto and monothiopyridazines.
