Electrochemical Oxidative Amination of Sodium Sulfinates: Synthesis of Sulfonamides Mediated by NH4I as a Redox Catalyst
Electrochemical Oxidative Amination of Sodium Sulfinates: Synthesis of Sulfonamides Mediated by NH4I as a Redox Catalyst
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亚磺酸钠的电化学氧化胺化：NH4I 氧化还原催化剂介导的磺酰胺合成
DOI：
10.1021/acs.joc.6b00615
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发表时间：
2016-06-03
影响因子：
3.6
通讯作者：
Zeng, Cheng-Chu
中科院分区：
文献类型：
--
作者：
Jiang, Yang-ye;Wang, Qing-Qing;Zeng, Cheng-Chu
建立了亚硫酸钠电氧化胺化合成磺胺类化合物的有效方法。化学过程在一个简单的未分离的电解槽中进行，使用亚化学计量比的NH4I作为氧化还原催化剂和支持电解质；在这种方式下，不需要额外的导电盐。广泛的底物，包括脂肪族或芳香族仲胺和伯胺，以及氨水，被证明是与议定书兼容的。扩大规模是可能的，从而证明了该办法的实用性。电解过程避免了使用外部氧化剂或腐蚀性分子碘，因此是实现转化的一种环境友好的方法。
An efficient protocol for the synthesis of sulfonamides via the electrochemical oxidative amination of sodium sulfinates has been developed. The chemistry proceeds in a simple undivided cell employing a substoichiometric amount of NH4I that serves both as a redox catalyst and a supporting electrolyte; in this manner additional conducting salt is not required. A wide range of substrates, including aliphatic or aromatic secondary and primary amines, as well as aqueous ammonia, proved to be compatible with the protocol. Scale-up was possible, thereby demonstrating the practicality of the approach. The electrolytic process avoids the utilization of external oxidants or corrosive molecular iodine and therefore represents an environmentally benign means by which to achieve the transformation.