339013-75-1Relevant academic research and scientific papers
Alkanethiol-Mediated Cyclization of o-Alkynylisocyanobenzenes: Synthesis of Bis-Thiolated Indole Derivatives
La-Ongthong, Kannika,Naweephattana, Phiphop,Khaikate, Onnicha,Surawatanawong, Panida,Soorukram, Darunee,Pohmakotr, Manat,Reutrakul, Vichai,Leowanawat, Pawaret,Kuhakarn, Chutima
, p. 6338 - 6351 (2020/07/21)
Reactions of o-alkynylisocyanobenzenes with a variety of alkanethiols (Alk-SH) provide the corresponding bis-thiolated indole derivatives. The advantages of the reaction include metal-free, room-temperature, mild reaction conditions and broad functional group compatibility. The reaction proceeds via nucleophilic addition of an alkanethiol to an isonitrile moiety, 5-exo cyclization, followed by nucleophilic addition of an alkanethiol to a 3-alkylidene indole intermediate. Density functional calculations on the electronic structures and relative free energies of 5-exo and 6-endo cyclization pathways support that the 5-exo cyclization is preferable.
Photochemical intramolecular cyclization of o-alkynylaryl isocyanides with organic dichalcogenides leading to 2,4-bischalcogenated quinolines
Mitamura, Takenori,Iwata, Kimiyo,Nomoto, Akihiro,Ogawa, Akiya
supporting information; experimental part, p. 3768 - 3775 (2011/06/19)
When a mixture of o-alkynylaryl isocyanides and organic dichalcogenides such as diselenides or ditellurides was irradiated with light of wavelength over 300 or 400 nm, the intramolecular cyclization of the isocyanides took place to afford the correspondin
