Univ Rennes, CNRS UMR6226, F-3500 Rennes, France.
Org Biomol Chem. 2018 Jul 11;16(27):4954-4957. doi: 10.1039/c8ob01075g.
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.
吡啶-2-基甲基对甲苯磺酸盐衍生物可通过 2-烷基吡啶 1-氧化物与苯磺酰氯加合物的[3,3]-σ重排反应，从 2-烷基吡啶 1-氧化物高产率得到。此外，烷基氮氧自由基在水解后也会发生[3,3]-σ重排，生成α-对甲苯磺酰化酮。与亲核试剂的取代反应则为合成钳形配体提供了多种有用的功能化方法。
