Intramolecular radical cyclization of 2-haloethanal allyl acetal and allyl 2-halophenyl ether with a Grignard reagent in the presence of iron(II) chloride

被引:49
作者
Hayashi, Y [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 60601, Japan
关键词
D O I
10.1016/S0040-4039(97)10489-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
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页码:63 / 66
页数:4
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