A copper catalyzed Doyle–Kirmse reaction for the concise and effective preparation of multifunctional 3-allyl-3-(thio) succinimides
Tetrahedron Letters, ISSN: 0040-4039, Vol: 122, Page: 154506
2023
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Article Description
A highly efficient Doyle–Kirmse reaction between alpha-arylidene diazosuccinimides and allyl thioethers in the presence of a cheaply and easily available copper catalyst for the concise and effective preparation of multifunctional 3-allyl-3-(thio) succinimides and 3-allenyl-3-(thio) succinimides in excellent yields (up to 90%) under mild conditions within a few hours has been developed. The target multifunctional succinimides may boast potential biological activities for the succinimide scaffold, and may be also used as potential new organic synthon for the preparations of new chemical and pharmaceutical entities or sulfoxide-olefin ligands. A further successful scale-up preparation has demonstrated the feasibility of the Doyle–Kirmse rearrangement and our new protocol.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0040403923002009; http://dx.doi.org/10.1016/j.tetlet.2023.154506; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85152572030&origin=inward; https://linkinghub.elsevier.com/retrieve/pii/S0040403923002009; https://dx.doi.org/10.1016/j.tetlet.2023.154506
Elsevier BV
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