Efficient generation and trapping of acylbenzynes from hypervalent iodine compounds |
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| Authors: | Tsugio Kitamura Yoshiki Aoki Kanako Wasai |
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| Institution: | a Department of Chemistry and Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi, Saga 840-8502, Japan
b Department of Applied Chemistry, Faculty of Engineering, Kyushu University, Hakozaki, Fukuoka 812-8512, Japan |
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| Abstract: | 5-Acyl-2-(trimethylsilyl)phenyl]iodonium triflates were prepared for the generation of benzynes bearing ketone function. Treatment of the iodonium triflates with Bu4NF in CH2Cl2 in the presence of furan at room temperature gave 6-acyl-1,4-epoxy-1,4-dihydronaphthalenes in high yields. The mild conditions and the tolerance of the ketone function on benzyne generation are attributable to the advantage of hypervalent iodine compounds. |
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| Keywords: | Benzyne Cycloaddition Hypervalent iodine compounds Ketones |
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