ISSN:
0170-2041
Keywords:
Push-pull alkenes
;
Thiophenes
;
Thieno[2,3-b]thiophenes
;
Thiazolidin-4-ones
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Treatment of β-keto enolates 1 with carbon disulfide in the presence of sodium hydride and subsequent alkylation yield the open-chain or cyclic acylformylketene S,S-acetals 3 and 4, respectively. Thiophenes 5, 6, or 7 and thieno[2,3-b]thiophenes 8 are formed by using as alkylating agents first methyl iodide and then an α-CH-acidic halo compound or only two equivalents of the latter. β-Keto enolates 1 also react with phenyl isothiocyanate to give acylformylketene S,N-acetals 10, aroylthiophenes 11 or thiazolidin-4-ones 12.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199219920168
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