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Phosphine Mediated Conjugation of S-Nitrosothiols and Aldehydes. | LitMetric

S-Nitrosothiols (SNO) and their biological implications as an important post-translational modification are under active investigation. In our work on bioorthogonal reactions of protein SNO we have uncovered chemistry of this functionality that shows synthetic promise. Herein we report a phosphine-mediated reaction between SNO and aldehydes to form thioimines. A simple synthesis of benzoisothiazole based on this reaction is presented.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4467916PMC
http://dx.doi.org/10.1016/j.tetlet.2015.04.017DOI Listing

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