Brønsted acid promoted C–C bond formation between indolylmethyl electrophiles and ketene dithioacetals: Diastereoselective synthesis of highly functionalized cyclopenta[b]indoles
Sign Up to like & getrecommendations! Published in 2020 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2020.152349
Abstract: Abstract A Bronsted-acid promoted method for the construction of carbon-carbon bonds between α-substituted indolylmethyl electrophiles and ketene dithioacetals is described. This strategy was utilized to access 2,3-disubstituted cyclopenta[b]indoles via formal [3+2] cycloadditions. Readily available indolyl… read more here.
Keywords: carbon; indolylmethyl electrophiles; cyclopenta indoles; acid promoted ... See more keywords
Metal-Free Vinyl C–H Sulfenylation/Alkyl Thiolation of Ketene Dithioacetals for the Synthesis of Polythiolated Alkenes
Sign Up to like & getrecommendations! Published in 2018 at "ACS Omega"
DOI: 10.1021/acsomega.8b01946
Abstract: The sulfenylation of the vinyl C–H bond in ketene dithioacetals leading to the synthesis of polythiolated alkenes is achieved via the promotion of molecular iodine. In addition, alkyl thiols also exhibit tolerance to the C–H… read more here.
Keywords: ketene dithioacetals; sulfenylation; synthesis polythiolated; synthesis ... See more keywords
Transition metal free, green and facile halogenation of ketene dithioacetals using a KX–oxidant system
Sign Up to like & getrecommendations! Published in 2021 at "New Journal of Chemistry"
DOI: 10.1039/d0nj03737k
Abstract: A facile oxidative halogenation of α-oxo ketene dithioacetals is achieved by using a potassium halide and oxidant combination under transition metal free conditions at ambient temperature. Using this methodology, halogenated ketene dithioacetals are synthesized in… read more here.
Keywords: metal free; halogenation; transition metal; ketene dithioacetals ... See more keywords
DBSA-catalyzed hydrolysis of chain α-oxo ketene dithioacetals in water: Aqueous synthesis of β-ketothioesters
Sign Up to like & getrecommendations! Published in 2017 at "Synthetic Communications"
DOI: 10.1080/00397911.2017.1368084
Abstract: ABSTRACT In this paper, we wish to report an environment friendly synthetic method for β-ketothioesters from a dodecylbenzenesulfonic acid (DBSA)-catalyzed hydrolysis reaction of chain α-oxo ketene dithioacetals in water. It was shown that the hydrolysis… read more here.
Keywords: chain oxo; oxo ketene; hydrolysis; ketene dithioacetals ... See more keywords