期刊
CHEMSUSCHEM
卷 9, 期 14, 页码 1781-1785出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201600602
关键词
continuous flow; disulfide formation; heterogeneous photocatalysis; titanium dioxide; visible light
资金
- European Union [641861]
- VIDI [14150]
- Marie Curie CIG grant [333659]
- Netherlands Organization for Scientific Research (NWO) [024.001.035]
A mild and practical method for the preparation of disulfides through visible-light-induced photocatalytic aerobic oxidation of thiols has been developed. The method involves the use of TiO2 as a heterogeneous photocatalyst. The catalyst's high stability and recyclability makes this method highly practical. The reaction can be substantially accelerated in a continuous-flow packed-bed reactor, which enables a safe and reliable scale-up of the reaction conditions. The batch and flow protocol described herein can be applied to a diverse set of thiol substrates for the preparation of homo-and hetero-dimerized disulfides. Furthermore, biocompatible reaction conditions (i.e., room temperature, visible light, neutral buffer solution, and no additional base) have been developed, which permits the rapid and chemoselective modification of densely functionalized peptide substrates without recourse to complex purification steps.
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