Publication

SOMOphilic alkyne vs radical-polar crossover approaches: The full story of the azido-alkynylation of alkenes

Jérôme Waser, Julien Aymeric Borrel
2024
Journal Articles

Abstract

We report the detailed background for the discovery and development of the synthesis of homopropargylic azides by the azidoalkynylation of alkenes. Initially, a strategy involving SOMOphilic alkynes was adopted, but only resulted in a 29% yield of the desired product. By switching to a radical-polar crossover approach and after optimization, a high yield (72%) of the homopropargylic azide was reached. Full insights are given about the factors that were essential for the success of the optimization process.

Official source

https://infoscience.epfl.ch/entities/publication/e39672cb-46f5-4d61-804c-668dc98a0c31

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SOMOphilic alkyne vs radical-polar crossover approaches: The full story of the azido-alkynylation of alkenes

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