1015758-92-5Relevant articles and documents
Acylation of 2-benzylpyridine N-oxides and subsequent in situ [3,3]-sigamatropic rearrangement reaction
Antilla, Jon C.,Jing, Hua-qing,Li, Hong-liang
, (2020/09/22)
An effective method for the acylation of 2-benzylpyridine N-oxides and their fast in situ [3,3]-sigmatropic rearrangement was reported. This transformation has a wide substrate scope under mild conditions, giving moderate to excellent yields. The application for the synthesis of chiral phenyl-2-pyridylmethanol products was briefly explored. Furthermore, an interesting example of tandem substitution and in situ [3,3]-sigamatropic rearrangement of 2-benzylpyridine N-oxide with benzenecarboximidoyl chloride was reported.
Palladium-catalyzed (N-oido-2-pyridinyl)methyl transfer from 2-(2-Hydroxyalkyl)pyridine N-oxide to aryl halides by β-carbon elimination
Suehiro, Takafumi,Niwa, Takashi,Yorimitsu, Hideki,Oshima, Koichiro
scheme or table, p. 1217 - 1220 (2010/04/23)
-
Site-selective sp2 and benzylic sp3 palladium-catalyzed direct arylation
Campeau, Louis-Charles,Schipper, Derek J.,Fagnou, Keith
, p. 3266 - 3267 (2008/10/09)
Palladium-catalyzed site selective arylation reactions of both sp2 and benzylic sp3 sites on azine and diazine N-oxide substrates are described that occur in good to excellent yield and with complete selectivity for reaction at the desired position. These studies have uncovered the need to properly control the metal to ligand ratio in sp2 arylation and necessitated a complete reinvestigation of all reaction parameters for sp3 arylation. From these studies, the choice of base emerged as a pivotal component for site selectivity, pointing to its intimate involvement in the mechanism of direct arylation. These site selective reactions have been validated in both divergent and sequential derivatizations of heterocyclic compounds represent an attractive alternative to other routes to this class of molecule. Copyright