环状胺的氧化β-C-H磺酰化反应
Oxidative β-C-H sulfonylation of cyclic amines.
作者信息
Griffiths R J, Kong W C, Richards S A, Burley G A, Willis M C, Talbot E P A
机构信息
GlaxoSmithKline Medicines Research , Gunnels Wood Road , Stevenage , Hertfordshire SG1 2NY , UK.
Department of Pure and Applied Chemistry , University of Strathclyde , 295 Cathedral Street , Glasgow , G1 1XL , UK.
出版信息
Chem Sci. 2018 Jan 22;9(8):2295-2300. doi: 10.1039/c7sc04900e. eCollection 2018 Feb 28.
A transition metal-free strategy for the dehydrogenative β-sulfonylation of tertiary cyclic amines is described. -Iodosuccinimide facilitates regioselective oxidative sulfonylation at C-H bonds positioned β to the nitrogen atom of tertiary amines, installing enaminyl sulfone functionality in cyclic systems. Mild reaction conditions, broad functional group tolerance and a wide substrate scope are demonstrated. The nucleophilic character of the enaminyl sulfone is harnessed, demonstrating potential application for scaffold diversification.
本文描述了一种用于叔环胺脱氢β-磺酰化的无过渡金属策略。N-碘代琥珀酰亚胺促进叔胺氮原子β位C-H键的区域选择性氧化磺酰化反应，在环状体系中引入烯胺基砜官能团。该反应展现出温和的反应条件、广泛的官能团耐受性及宽广的底物范围。烯胺基砜的亲核特性得到利用，显示出其在骨架多样化方面的潜在应用价值。
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