112671-41-7Relevant academic research and scientific papers
Iridium-Catalyzed Isomerization/Cycloisomerization/Aromatization of N-Allyl-N-sulfonyl-o-(λ1-silylethynyl)aniline Derivatives to Give Substituted Indole Derivatives
Arisawa, Mitsuhiro,Matsuzaki, Tsuyoshi,Murai, Kenichi,Ohno, Shohei,Qiu, Jiawei,Sako, Makoto,Suzuki, Takeyuki,Takehara, Tsunayoshi,Tanaka, Tomoyuki
, p. 4284 - 4288 (2021/06/28)
We have developed a one-iridium-catalyst system that transforms N-allyl-N-sulfonyl-2-(silylalkynyl)aniline derivatives, which are 1,7-enynes in which both multiple bonds have a heteroatom, to the corresponding substituted indole derivatives via isomerizat
Reactivity switch enabled by counterion: Highly chemoselective dimerization and hydration of terminal alkynes
Xu, Caixia,Du, Weiyuan,Zeng, Yi,Dai, Bin,Guo, Hao
, p. 948 - 951 (2014/03/21)
A counterion-controlled reactivity tuning in Pd-catalyzed highly chemoselective and regioselective dimerization and hydration of terminal alkynes is reported. The use of acetate as counterion favors the formation of an alkenyl alkynyl palladium intermediate which forms hitherto less reported 1,3-diaryl-substituted conjugated enynes after reductive elimination. Using chloride, which is a better leaving group, leads to anion exchange on the alkenylpalladium intermediate with hydroxide which after reductive elimination and tautomerization delivered the hydration products.
Synthesis of benzazepines by gold-catalysed reactions of N-allenylamides
Gonzalez-Gomez, Alvaro,Dominguez, Gema,Perez-Castells, Javier
supporting information; experimental part, p. 5057 - 5062 (2010/02/28)
The gold-catalysed reactions of alleneamides give different products depending on the substrate and the reaction conditions. In particular, N-(2-alkynylphenyl)-N-allenyltosylamides give benzazepines when using gold(III) catalysts in the presence of nucleophiles. This sequential process may follow two different reaction pathways, and these are discussed. Metal coordination to the alkyne followed by nucleophilic attack of the aliene and trapping of the intermediate with NuH accounts for the formation of 4, but coordination to the aliene and addition of NuH to give 3, which can decompose into other products and also form 4, is postulated as a better explanation for these results.
Synthesis of 4H-3,1-Benzoxazines, Quinazolin-2-ones, and Quinoline-4-ones by Palladium-Catalyzed Oxidative Carbonylation of 2-Ethynylaniline Derivatives
Costa, Mirco,Della Ca, Nicola,Gabriele, Bartolo,Massera, Chiara,Salerno, Giuseppe,Soliani, Matteo
, p. 2469 - 2477 (2007/10/03)
An effective and straightforward approach to the synthesis of 4H-3,1-benzoxazines 3 and 4, quinazolin-2-ones 5, and quinoline-4-one derivatives 6 and 7 is provided by palladium-catalyzed cyclization-alkoxycarbonylation of variously substituted 2-(trimethy
Condensed Heteroaromatic Ring Systems. XII. Synthesis of Indole Derivatives from Ethyl 2-Bromocarbanilates
Sakamoto, Takao,Kondo, Yoshinori,Iwashita, Shigeki,Yamanaka, Hiroshi
, p. 1823 - 1828 (2007/10/02)
The palladium-catalyzed reaction of ethyl 2-bromocarbanilate with trimethylsilylacetylene yielded ethyl 2-(trimethylsilylethynyl)carbanilate, which was treated with sodium ethoxide to give indole.The carbanilates having a methyl or a bromo substituent were similarly transformed to corresponding indole derivatives.Furthermore, pyrrolo- and Pyrrolopyridines were synthesized by this method.Keywords---palladium-catalyzed reaction; trimethylsilylacetylene; ethyl 2-halocarbanilate; ethyl 2-halopyridinecarbamate; ethyl 2-(trimethylsilylethynyl)carbanylate; ethyl o-(trimethylsilylethynyl)pyridinecarbamate;indole;pyrrolopyridine
