26209-66-5Relevant academic research and scientific papers
Overcoming product inhibition in catalysis of the intramolecular Schmidt reaction
Motiwala, Hashim F.,Fehl, Charlie,Li, Sze-Wan,Hirt, Erin,Porubsky, Patrick,Aube, Jeffrey
, p. 9000 - 9009 (2013/07/26)
A method for carrying out the intramolecular Schmidt reaction of alkyl azides and ketones using a substoichiometric amount of catalyst is reported. Following extensive screening, the use of the strong hydrogen-bond-donating solvent hexafluoro-2-propanol was found to be consistent with low catalyst loadings, which ranged from 2.5 mol % for favorable substrates to 25 mol % for more difficult cases. Reaction optimization, broad substrate scope, and preliminary mechanistic studies of this improved version of the reaction are described.
Cyclic Allylamine-Enamine Systems. Part 8. Isomerisation Using Rhodium Complexes. 3-Aminoalkylidene-3H-indoles. Part 5. 6,7-Dihydroindoloquinolizine and 1,2,3,4,6,7-Hexahydroindoloquinolizine
Salas, Marisa,Al-Khawaja, Ibtisam K.,Thomas, Michelle J.,Joule, John A.
, p. 1666 - 1675 (2007/10/02)
The use of rhodium-complex catalysis for cyclic allylamine --> cyclic enamine isomerisation is described.Indoloquinolizines are produced using this methodology and also via 3-amino-3H-indole intermediates.N-alkylation of N-silylated amides is described.
THE PHOTOCHEMICAL OR THERMAL REARRANGEMENT OF OXAZIRANES AS A METHOD IN ALKALOID SYNTHESIS
Kuehne, Martin E.,Parsons, W. H.
, p. 3763 - 3766 (2007/10/02)
The conversion of cyclic ketones to β-arylethyl amine derived imines, their oxidation to oxaziranes and subsequent photochemical rearrangement to N-(β-arylethyl) lactams was probed as a potential method for alkaloid syntheses.
