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
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作者:
Saito, T
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Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, JapanSci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
Saito, T
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Horikoshi, T
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机构:Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
Horikoshi, T
Otani, T
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机构:Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
Otani, T
Matsuda, Y
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机构:Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
Matsuda, Y
Karakasa, T
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Karakasa, T
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[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
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.