Metal-free C(sp3)–H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones?
Organic & Biomolecular Chemistry Pub Date: 2018-06-18 DOI: 10.1039/C8OB01075G
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 α-tosylated ketones after hydrolysis. Substitution reactions with nucleophiles then lead to diverse useful functionalizations for the synthesis of pincer ligands.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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