Selective N,O-Addition of the TEMPO Radical to Conjugated Boryldienes.

Selective N,O-Addition of the TEMPO Radical to Conjugated Boryldienes.
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DOI:
10.1002/anie.201509114
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发表时间:
2016-01
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通讯作者:
Fatma Türkyilmaz;G. Kehr;Jun Li;C. Daniliuc;Matthias Tesch;A. Studer;G. Erker
Fatma Türkyilmaz;G. Kehr;Jun Li;C. Daniliuc;Matthias Tesch;A. Studer;G. Erker
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作者:
Fatma Türkyilmaz;G. Kehr;Jun Li;C. Daniliuc;Matthias Tesch;A. Studer;G. Erker

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将含B(C6 F5)2的硼基二烯4加入2摩尔当量的克里思,得到N,O-键合的四元杂环产物7。该反应是生成反应性氮中心克里思自由基衍生物的无金属实例,在这种情况下,通过将克里思添加到硼烷中,然后形成碳-氮键,随后通过第二当量的克里思捕获所得烯丙基自由基。
B(C6F5)2-containing boryldienes 4 underwent the addition of two molar equivalents of TEMPO to give N,O-bonded four-membered heterocyclic products 7. The reaction is a metal-free example of the generation of reactive nitrogen-centered TEMPO radical derivatives, in this case by the addition of TEMPO to the borane, followed by carbon-nitrogen bond formation and subsequent trapping of the resulting allyl radical by the second equivalent of TEMPO.