Ketene-S,N-acetals as synthetic intermediates for heterocycles. Reaction of ketene-S,N-acetals with aryl isocyanates.
نویسندگان
چکیده
منابع مشابه
Gallium tribromide catalyzed coupling reaction of alkenyl ethers with ketene silyl acetals.
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Carbogallation of alkynes using gallium tribromide and silyl ketene acetals and synthetic application to cross-coupling with aryl iodides.
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Enantioselective acylation of silyl ketene acetals through fluoride anion-binding catalysis.
A highly enantioselective acylation of silyl ketene acetals with acyl fluorides has been developed to generate useful α,α-disubstituted butyrolactone products. This transformation is promoted by a new thiourea catalyst and 4-pyrrolidinopyridine and represents the first example of enantioselective thiourea anion-binding catalysis with fluoride.
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Ketene N,N-acetals ( I ) and ketene 0,N-acetals (2) containing hydrogen in the 2-position afford P-substitution products when treated with compounds such as isocyanates and isothiocyanates that contain an electrophilic double bond system[l~zl. However, azosulfones (3) [31 and N-sulfonylimines (7) [41 react with ketene N,N-acetals ( I ) by cycloaddition, affording the hitherto unknown 1,2-dihydr...
متن کاملCopper-mediated intramolecular oxidative C-H/C-H cross-coupling of α-oxo ketene N,S-acetals for indole synthesis.
CuCl2-mediated intramolecular C-H/C-H cross-dehydrogenative coupling (CDC) of thioalkyl-substituted α-acetyl or α-aroyl ketene N,S-acetals afforded 2-thioalkyl indoles. Tunable C-S bond transformations of the resultant indoles led to highly functionalized N-heterocyclic compounds. A β-thioalkyl is necessary to activate the N,S-acetal substrate and enable the CDC reaction to occur, and the relev...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1985
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.33.4299