868389-89-3Relevant academic research and scientific papers
Synthesis of 2,2'-bipyridyl-type compounds via the Suzuki-Miyaura cross-coupling reaction
Jones, Nicholas A.,Antoon, James W.,Bowie Jr., Alfred L.,Borak, J. Brian,Stevens, Erland P.
, p. 363 - 367 (2007)
(Chemical Equation Presented) 2,2′-Bipyridyl-type compounds may be prepared by Suzuki-Miyaura coupling of a 2-pyridylboronic ester with 2-haloazines and -azoles. Ten examples are presented with yields of 47 to 84%. Both arylbromides and arylchlorides undergo the coupling, but the reaction is sensitive to ring substitution adjacent to the halogen.
Adjacent-ring directed ortho metallation by the 2-pyridyl group in 2-pyridyldiazines
Berghian, Camelia,Dǎrǎbantu, Mircea,Plé, Nelly,Turck, Alain
, p. 41 - 46 (2007/10/03)
The first examples demonstrating the aptitude of 2-pyridyl group substituting diazines as Directing ortho-Metallation Group (DoMG) are described: three 2-pyridyldiazines were deuteriated via metallation with lithium-2,2,6,6-tetramethylpiperidide (LTMP) indicating promising ortho regioselectivities with respect to the Ar-Ar bond on the diazine ring.
Metallation of pyridin-2-yldiazines. Use of pyridine ring as ortho-directing group. Diazines. Part 45
Berghian, Camelia,Darabantu, Mircea,Turck, Alain,Plé, Nelly
, p. 9637 - 9644 (2007/10/03)
Starting from commercial chlorodiazines, we report the synthesis of pyridin-2-yldiazines. The first lithiation and functionalization of these compounds are reported and the regioselectivity of the metallation is discussed. The functionalization via the metallation reaction, provides a new access to substituted pyridin-2-yldiazines, which could be used as building blocks in supramolecules.
