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Title
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Generation and cyclization of thiocarbonyl S-ylides by reaction of diazocompounds with C-sulfonyldithioformates
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Author
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Abstract
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| The unexpected 1,3-benzodithiine derivatives 5b,c were obtained from the reactions of trimethylsilyldiazomethane 2 with C-sulfonyl-dithioformates, bearing pentachlorophenylthio group, 1b,c via unprecedented cyclization of the transient thiocarbonyl ylides 4b,c. While the corresponding reaction with C-sulfonyldithiofonnates, bearing phenylthio group, afforded 5a via [2+3]-cycloadditive dimerization of a transient thiocarbonyl ylides 4a. Under the same reaction condition, C-sulfonyl-dithioformates 1d-f react with diazomethane and/or phenyldiazomethane to afford the unsymmetrical 1,3-dithiolane 7d,e and thiirane 8e,f derivatives, respectively. (c) 2007 Wiley Periodicals, Inc. |
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Language
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English
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Source (journal)
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Heteroatom chemistry. - Deerfield Beach, Fla
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Publication
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Deerfield Beach, Fla
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2007
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ISSN
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1042-7163
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DOI
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10.1002/HC.20246
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Volume/pages
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18
:1
(2007)
, p. 28-33
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ISI
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000243444200006
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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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