1996
DOI: 10.1021/ja953518p
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Alkynylation of C−H Bonds via Reaction with Acetylenic Triflones1

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Cited by 222 publications
(103 citation statements)
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“…Glorius and co-workers reported the alkynylation of benzamides using a cationic rhodium(III) complex (Scheme 2.22, B, [129]). In this case, the transformation could be also extended to olefins, 21 giving -disubstituted products containing either a benzene ring, a heterocycle or an alkene. Li and co-workers reported a very complete study on the C-H alkynylation of arenes using TIPS-EBX 52 and either rhodium or iridium catalysts (Scheme 2.22, C [130]).…”
Section: Alkynylation Of Aromatic and Vinylic C-h Bondsmentioning
confidence: 99%
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“…Glorius and co-workers reported the alkynylation of benzamides using a cationic rhodium(III) complex (Scheme 2.22, B, [129]). In this case, the transformation could be also extended to olefins, 21 giving -disubstituted products containing either a benzene ring, a heterocycle or an alkene. Li and co-workers reported a very complete study on the C-H alkynylation of arenes using TIPS-EBX 52 and either rhodium or iridium catalysts (Scheme 2.22, C [130]).…”
Section: Alkynylation Of Aromatic and Vinylic C-h Bondsmentioning
confidence: 99%
“…Metal-mediated methods have been limited to the use of alkynyl bromides [143], whereas radical approaches have been dominated by alkynyl sulfones [21][22]. Nevertheless, Yu and Chen and co-workers reported recently that aromatic EBX reagents were highly efficient for the interception of radical generated in -position to heteroatoms [144].…”
Section: Alkynylation Of Aliphatic C-h Bondsmentioning
confidence: 99%
“…75 Alkynylphosphoniums are known to easily undergo Michael addition to form the synthetically useful vinylphosphoniums. Ochiai and co-workers developed the reaction between triphenylphosphine and alkynyliodonium tetrafluoroborates to 80 form alkylethynyl triphenylphosphoniums (Scheme 12, A). 21 Interestingly, this process required light to proceed.…”
Section: Scheme 11mentioning
confidence: 99%
“…In order to facilitate Kende's addition-elimination mechanism with these mild nucleophiles, Jørgensen and coworkers introduced further electron-withdrawing groups such as ketones, amides, esters and sulphones onto the acetylene (Scheme 23). 35 With these reagents, the alkynylation became possible 80 under mild phase-transfer conditions, which allowed the first highly efficient enantioselective alkynylation of cyclic ketoesters when cinchonidine-derived catalyst 12 was used. Particularly interesting was the use of allyl-substituted propiolates, as the obtained esters can be easily decarboxylated using a palladium 5 catalyst.…”
Section: Scheme 22mentioning
confidence: 99%
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