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Cycloaddition Reactions of 2 H ‐Benzo[ b ]thiete and Thiocarbonyl Compounds
Author(s) -
Meier Herbert,
Gröschl Dieter,
Beckert Rainer,
Weiß Dieter
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970743
Subject(s) - chemistry , regioselectivity , cycloaddition , double bond , medicinal chemistry , stereochemistry , organic chemistry , catalysis
2 H ‐Benzo[ b ]thiete ( 1 ) reacts in the o ‐quinoid form 1 ′ with the cyclic trithiocarbonates 4 and 6a, b and with the thioketones 8, 10 and 12 in [8π + 2π] cycloaddition reactions to the spiro compounds 5, 7a, b, 9, 11a, b . Irrespective of the presence of CC double bonds, chemoselective and regioselective addition processes at the CS double bonds take place that lead to 4 H ‐1,3‐benzodithianes.
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