Herein we report the B(3,4,5-F3H2C6)3-catalysed C3-allylation of indoles using allylic esters. 25 examples of C3-allylated products are presented in up to 97% yield. The mechanism for the reaction was explored...
Electrochemistry is a valuable tool used by modern synthetic chemists who use electricity to facilitate redox reactions. In this image, created by Karrar Nadhom, the dragon provides the electrical surge to create a reaction between sodium nitrite and a secondary amine, which are fused to form the N‐nitroso product. Despite dragons being extinct in most parts of the world, the title reaction is an ecologically green process, as indicated by the colour of the dragon. More information can be found in the Research Article by T. Wirth and co‐workers (DOI: 10.1002/chem.202300957).
A flow electrochemical method towards the synthesis of N‐nitroso compounds from secondary amines using cheap and readily available sodium nitrite has been developed. Sodium nitrite dissolved in aqueous acetonitrile made additional electrolytes unnecessary. This mild and straightforward approach made the use of acids or other harsh and toxic chemicals redundant. This procedure was applied to an assortment of cyclic and acyclic secondary amines (27 examples) resulting in yields of N‐nitrosamines as high as 99 %. To demonstrate the practicality of the process, scaled‐up reactions were performed. Finally, selected products could be purified by using an in‐line acidic extraction.
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