B(C6F5)3-Catalyzed 1,4-Allylation of Azadienes with Allyltrimethylsilanes |
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Authors: | Dr. Manman Sun Rong Zhong Dr. Jinshan Li Prof. Yongmin Ma Prof. Jianguo Yang Prof. Zhiming Wang |
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Affiliation: | Advanced Research Institute and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, Zhejiang, 318000 P. R. China |
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Abstract: | A metal-free 1,4-allylation of azadienes with allyltrimethylsilanes catalyzed by B(C6F5)3 has been developed. The high Lewis acidity, good thermal stability, and good hydrolytic stability of the catalyst make this reaction efficient and operationally simple. In contrast to the previously reported 1,2-allylation of α,β-unsaturated imines, the 1,4-allylation of azadienes is described here for the first time. Benzofuran-, indene-, dihydronaphthalene-, chromene-, and benzothiophene-based allyl arylmethanes have been obtained in up to 95 % yield. |
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Keywords: | allylation allyltrimethylsilane azadiene boron Michael addition |
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