Metal-free C(sp(3))-H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones - Université de Rennes Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2018

Metal-free C(sp(3))-H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones

Abstract

Pyridin-2-ylmethyl tosylate derivatives are obtained in high yields from 2-alkylpyridine 1-oxides via a [3,3]-sigmatropic rearrangement of the adduct between 2-alkylpridine 1-oxides with benzenesulfonyl chlorides. Moreover, alkylnitrones also undergo [3,3]-sigmatropic rearrangement to give -tosylated ketones after hydrolysis. Substitution reactions with nucleophiles then lead to diverse useful functionalizations for the synthesis of pincer ligands.
Fichier principal
Vignette du fichier
Wang_Metal-free C(sp(3))-H bond.pdf (682.41 Ko) Télécharger le fichier
Origin : Files produced by the author(s)
Loading...

Dates and versions

hal-01863970 , version 1 (03-09-2018)

Identifiers

Cite

Chang-Sheng Wang, Pierre H. Dixneuf, Jean-François Soulé. Metal-free C(sp(3))-H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones. Organic & Biomolecular Chemistry, 2018, 16 (27), pp.4954-4957. ⟨10.1039/c8ob01075g⟩. ⟨hal-01863970⟩
46 View
138 Download

Altmetric

Share

Gmail Facebook X LinkedIn More