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Palladium-Catalyzed Alkynylation and Concomitant ortho Alkylation of Aryl Iodides

We report an efficient alkynylation reaction of aryl iodides with simultaneous ortho-alkylaton of aryl rings. The reaction between three simple reagents—aryl halides, alkynes, and alkyl halides—formed aryl–alkynyl bonds carrying hindered aryl rings in one step. The reaction proceeded via a Catellani...

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Main Authors: Lei, Chuanhu, Jin, Xiaojia, Zhou, Jianrong (Steve)
其他作者: School of Physical and Mathematical Sciences
格式: Article
語言:English
出版: 2016
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在線閱讀:https://hdl.handle.net/10356/80269
http://hdl.handle.net/10220/40513
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總結:We report an efficient alkynylation reaction of aryl iodides with simultaneous ortho-alkylaton of aryl rings. The reaction between three simple reagents—aryl halides, alkynes, and alkyl halides—formed aryl–alkynyl bonds carrying hindered aryl rings in one step. The reaction proceeded via a Catellani-type pathway in the presence of norbornene. From a synthetic perspective, this reaction allows quick access toward many 1,2,3-substituted arenes and multiply substituted benzofurans, after manipulation of alkyne groups. These compounds are difficult to synthesize otherwise.