Towards a Step-Economical and Waste-Free [hmim]Br-Catalyzed Deprotection of β-Sulfido Carbonyl Groups into (E)-Enones and Mechanistic Insights,Asian Journal of Organic Chemistry

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Towards a Step-Economical and Waste-Free [hmim]Br-Catalyzed Deprotection of β-Sulfido Carbonyl Groups into (E)-Enones and Mechanistic Insights
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-11-02 02:23:40 , DOI: 10.1002/ajoc.201700409
Yogesh Thopate _{1,

2} , Richa Singh ₁ , Tanuj Sharma ₃ , Mohammad I. Siddiqi ₃ , Arun K. Sinha _{1,

2}

Affiliation

Waste not, want not: The direct deprotection of β-sulfido compounds into α,β-unsaturated alkenes has been achieved by using a neutral ionic liquid, [hmim]Br, as a solvent and catalyst. This method is mild, highly regioselective, and offers broad substrate scope and high yields, as well as recyclability of the ionic liquid for up to five cycles. ¹H NMR and MS (DART) analysis provided mechanistic insight into the role of [hmim]Br in the reaction.

中文翻译：

逐步实现经济，无浪费的[hmim] Br催化的β-硫代羰基脱保护成（E）-酮和机理的研究

不要浪费，不要浪费：通过使用中性离子液体[hmim] Br作为溶剂和催化剂，可以将β-硫键化合物直接脱保护为α，β-不饱和烯烃。该方法是温和的，对区域具有高选择性的，并提供了广泛的底物范围和高收率，以及离子液体最多可循环使用五个周期。¹ H NMR和MS（DART）分析为[hmim] Br在反应中的作用提供了机理上的见解。

更新日期：2017-11-03

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