Intramolecular radical cyclization of 2-haloethanal allyl acetal and allyl 2-halophenyl ether with a Grignard reagent in the presence of iron(II) chloride
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Hayashi, Y
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Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, JapanKyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, Japan
Hayashi, Y
[1
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Shinokubo, H
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Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, JapanKyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, Japan
Shinokubo, H
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Oshima, K
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Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, JapanKyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, Japan
Oshima, K
[1
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[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, Japan
Treatment of 2-iodoethanal alkenyl acetals, generated by iodoetherization from butyl vinyl ether and allylic alcohols, with phenylmagnesium bromide in the presence of a catalytic amount of FeCl2 provided tetrahydrofuran derivatives in good yields. Allyl 2-halophenyl ethers also afforded dihydrobenzofuran derivatives upon treatment with phenylmagnesium bromide under FeCl2 catalysis. (C) 1997 Elsevier Science Ltd. All rights reserved.