烯丙基砜通过[2,3]-σ重排生成芳基砜和钯催化生成/芳基化砜阴离子的串联反应。
Aryl sulfoxides from allyl sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/arylation of sulfenate anions.
机构信息
Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie organique (UMR CNRS 7611), Institut de Chimie Moléculaire (FR 2769), Case 183, 4 Place Jussieu, F-75252, Paris Cedex 05, France.
出版信息
Org Lett. 2010 Jan 15;12(2):320-3. doi: 10.1021/ol902620t.
PMID:20000488
Abstract
Allylic sulfoxides, via [2,3]-sigmatropic rearrangement and oxidative addition of the resulting allylic sulfenate esters to Pd(0), are found to be excellent precursors of sulfenate anions. This hitherto unknown reactivity is applied in a new Pd(0)-catalyzed domino sequence involving sulfenate anion generation followed by arylation to afford aryl sulfoxides.
摘要
烯丙基砜通过[2,3]-σ重排和生成的烯丙基亚磺酸盐酯与 Pd(0)的氧化加成，被发现是亚磺酸盐阴离子的优异前体。这种迄今为止未知的反应性被应用于一种新的 Pd(0)催化的串联反应中，涉及亚磺酸盐阴离子的生成，然后进行芳基化，得到芳基砜。
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