Visible-light induced direct C(sp3)–H bond disulfidation of saturated N-heterocycles through a hydrogen atom transfer (HAT) process†

Junlei Wang , Guocheng Gao , Chengcheng Shi , Han Gao , Ji Luo , Guofen Wei , Daohai Zhang , Hongqing Li , Tonghao Yang , Binbin Huang
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Abstract

We report herein a direct disulfidation of N-α-C(sp3)–H bonds of saturated N-heterocycles, affording a wide range of disulfidation products in moderate to good yields. The method is enabled by merging visible-light photoredox and hydrogen atom transfer (HAT) catalysis, exhibiting good functional group tolerance. Gram scale transformation indicates the potential utility of this method in practical synthesis. Preliminary mechanistic studies indicate that hydrogen atom transfer is critical for the transformation.

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通过氢原子转移(HAT)过程,可见光诱导饱和n -杂环的C(sp3)-H键直接二硫化
我们在此报告了饱和N-杂环的N-α-C(sp3)-H键的直接二硫化,以中等到良好的收率提供了广泛的二硫化产物。该方法是通过合并可见光光氧化还原和氢原子转移(HAT)催化而实现的,具有良好的官能团耐受性。克尺度变换表明该方法在实际合成中具有潜在的实用价值。初步的机理研究表明,氢原子转移是相变的关键。
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