AI Article Synopsis
- The research focused on developing a more accessible method for producing a key synthetic intermediate using a direct hydrobromination-Negishi route.
- The reaction successfully demonstrated anti-Markovnikov addition of HBr to estragole, both with and without an added initiator (AIBN).
- The findings highlighted that traditional Markovnikov addition of HBr is not guaranteed unless air is excluded, leading to a newly refined, initiator-free method that is both reproducible and scalable.
Article Abstract
To improve access to a key synthetic intermediate we targeted a direct hydrobromination-Negishi route. Unsurprisingly, the anti-Markovnikov addition of HBr to estragole in the presence of AIBN proved successful. However, even in the absence of an added initiator, anti-Markovnikov addition was observed. Re-examination of early reports revealed that selective Markovnikov addition, often simply termed "normal" addition, is not always observed with HBr unless air is excluded, leading to the rediscovery of a reproducible and scalable initiator-free protocol.
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| http://dx.doi.org/10.1039/c6ob00692b | DOI Listing |
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