4.7 Article

Rapid Total Synthesis of Iheyamine A via a Pictet-Spengler/Redox- Mediated Cyclization Cascade

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 7, Pages 4814-4817

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c03060

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The Pictet-Spengler reaction of tryptamine and (5-methoxy-2-nitrophenyl)-glyoxal in hot AcOH can lead to a redox-mediated cyclization and reduction sequence, resulting in the formation of iheyamine A with a yield of 52%.
The Pictet-Spengler reaction between tryptamine and (5-methoxy-2-nitrophenyl)-glyoxal in hot AcOH could trigger a redox-mediated cyclization and reduction sequence to form iheyamine A in 52% yield.

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