894810-87-8Relevant academic research and scientific papers
Indole synthesis based on a modified koser reagent
Fra, Laura,Millán, Alba,Souto, José A.,Mu?iz, Kilian
, p. 7349 - 7353 (2014/07/21)
A new metal-free method for the rapid and productive preparation of indoles has been developed. This process is based on sterically congested hypervalent iodine compounds of the family of Koser reagents, and iodosobenzene in combination with 2,4,5-tris-isopropylbenzene sulfonic acid provides the highest yields and fastest reaction times. This reagent alone promotes the chemoselective oxidative cyclization of 2-amino styrenes to indoles in high yields under mild conditions. Convenient route to indole: A fast, productive, and operationally simple indole synthesis was developed.
Development of isomerization and cycloisomerization with use of a ruthenium hydride with N-heterocyclic carbene and its application to the synthesis of heterocycles
Arisawa, Mitsuhiro,Terada, Yukiyoshi,Takahashi, Kazuyuki,Nakagawa, Masako,Nishida, Atsushi
, p. 4255 - 4261 (2007/10/03)
A pure ruthenium hydride complex with N-heterocyclic carbene (NHC) ligand was efficiently generated from the reaction of a second-generation Grubbs ruthenium catalyst with vinyloxytrimethylsilane and unambiguously characterized. This ruthenium hydride complex showed high catalytic activity for the selective isomerization of terminal olefin and for the cycloisomerization of 1,6-dienes. These reactions of N-allyl-o-vinylaniline lead to novel synthetic methods for heterocycles such as indoles and 3-methylene-2,3-dihydroindoles, which are useful synthons for bioactive natural products. These procedures address an important issue in diversity-oriented synthesis.
Construction of nitrogen-heterocyclic compounds through zirconium mediated intramolecular alkene-carbonyl coupling reaction of N-(o-alkenylaryl)carbamate derivatives
Takigawa, Yasushi,Ito, Hisanaka,Omodera, Katsunori,Ito, Maiko,Taguchi, Takeo
, p. 1385 - 1392 (2007/10/03)
Intramolecular alkene-carbonyl coupling reaction of N-benzyl-N-(o- alkenylaryl)carbamate derivative derived from o-aminostyrene, o-(aminomethyl)styrene and o-aminoallylbenzene smoothly proceeded by treating with zirconocene-butene complex to give the corresponding lactam derivative.
