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Synthesis 2005(13): 2171-2175
DOI: 10.1055/s-2005-869958
DOI: 10.1055/s-2005-869958
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Novel Synthesis of (β-Organochalcogenyl)allyl Phenyl Sulfoxides via Regioselective Hydrochalcogenation Reaction of 1,2-Allenyl Sulfoxides
Further Information
Received
27 January 2005
Publication Date:
24 June 2005 (online)
Publication History
Publication Date:
24 June 2005 (online)
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Abstract
(β-Organochalcogenyl)allyl phenyl sulfoxides 2 were prepared by treatment of allenyl sulfoxides 1 with sodium organyl chalcogenolates in good yields. The reaction was regioselective, giving exclusively one isomer in all cases. The applications of (β-phenyltelluro)allyl phenyl sulfoxide 2d and (β-organosulfanyl)allyl phenyl sulfoxide 2m in organic synthesis were also described.
Key words
allenyl sulfoxide - hydrochalcogenation - regioselectivity
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