1462-94-8Relevant academic research and scientific papers
Use of group 4 Bis(sulfonamido) complexes in the intramolecular hydroamination of alkynes and allenes
Ackermann, Lutz,Bergman, Robert G.,Loy, Rebecca N.
, p. 11956 - 11963 (2007/10/03)
Titanium tetrakis(amido) complexes catalyze the intramolecular hydroamination of alkynes and allenes more efficiently than Cp-based species. We report here that electron-withdrawing and sterically demanding bis(sulfonamido) ligands lead to enhanced catalytic activity. Zirconium analogues have also been prepared, and the tosyl-substituted complex 20 has been structurally characterized. As in the titanium series, bis(sulfonamido) zirconium catalysts are more efficient in the intramolecular hydroamination of allenes than bis(cyclopentadienyl) complex Cp2ZrMe2 (23). Furthermore, these compounds transform 1,3-disubstituted aminoallenes with high stereoselectivity to the Z-allylamines and allow the hydroamination of a trisubstituted allene. Titanium bis(sulfonamido) imido complex 27 was synthesized. It converts aminoallene 10 to cylic imine 11 with a rate comparable to that of tetrakis(amide) 15, supporting the hypothesis of a catalytically active titanium imido intermediate.
Carbon-to-Nitrogen Rearrangement in N-(Arylsulfonoxy)amines as a Route to Azacyclic Compounds
Hoffman, Robert V.,Buntain, Gregory A.
, p. 3316 - 3321 (2007/10/02)
A series of cyclic amines 1-10 was converted to the N-((p-nitrophenyl)sulfonoxy)amine derivatives with (p-nitrophenyl)sulfonyl peroxide.These compounds rearranged to ring-expanded cyclic imines in fair to good yields.Conversion of the amine to its hydroxy
Reaction of Organolithium Reagents with Lactim Ethers: Preparation of Cyclic 2-Alkyl Imines or 2,2-Dialkyl Amines
Zezza, Charles A.,Smith, Michael B.,Ross, Betsy A.,Arhin, Akwasi,Cronin, Patricia L. E.
, p. 4397 - 4399 (2007/10/02)
The reaction of lactim ethers 1-3 with organolithium reagents has been found to be an effective method for the preparation of cyclic 2-alkyl imines 4-6.The method is most effective for the preparation of 2-aryl and sterically hindered 2-alkyl imines.In addition, treatment of 1-3 with excess organolithium provides a facile route to the rare cyclic 2,2-dialkyl amine derivatives 7-9.These reactions are characterized by mild reaction conditions and good yields and constitute a superior route to the title compounds.
