A facile and efficient one-pot synthesis of thiochromans from bis(2-formylphenyl) disulfide and alkenols via iodine-promoted generation and subsequent intramolecular cycloaddition of ortho-thiobenzoquinone methides

被引:19
|
作者
Saito, T [1 ]
Horikoshi, T
Otani, T
Matsuda, Y
Karakasa, T
机构
[1] Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
[2] Nippon Dent Univ Tokyo, Chem Lab, Chiyoda Ku, Tokyo 1028159, Japan
关键词
D O I
10.1016/S0040-4039(03)01510-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective synthesis of tetrahydrofuro- and tetrahydropyrano[3,2-c]benzothiopyrans was achieved by intramolecular [4+2]cycloaddition of o-thiobenzoquinone methides that were generated in situ from bis(2-formylphenyl) disulfide and alkenols in the presence of iodine under mild reaction conditions. (C) 2003 Elsevier Ltd. All rights reserved.
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收藏
页码:6513 / 6517
页数:5
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