35021-93-3Relevant academic research and scientific papers
Photochemically Produced Aminocyclobutanes as Masked Dienes in Thermal Electrocyclic Cascade Reactions
Elliott, Luke D.,Booker-Milburn, Kevin I.
supporting information, p. 1463 - 1466 (2019/02/26)
Cyclobutane products of a triplet sensitized enamide-alkene intramolecular [2 + 2] photocycloaddition have been shown to undergo fragmentation under acidic conditions. This lability has been exploited by inducing a complexity-generating thermal electrocyc
Pd(II)/Bu4NBr/DMSO catalytic system for practical synthesis of indoles and pyrroles from imines through aerobic dehydrogenative cyclization
Tan, Wei Wen,Hou, Xiaoya,Yoshikai, Naohiko
, p. 2727 - 2733 (2015/05/05)
N-Aryl- and N-allylimines derived typically from substituted acetophenones undergo palladium(II)-catalyzed dehydrogenative cyclization reactions in the presence of tetrabutylammonium bromide and molecular oxygen in DMSO to afford indole and pyrrole deriva
Comparison of imine to olefin insertion reactions: Generation of five- and six-membered lactams via a nickel-mediated co, olefin, co, imine insertion cascade
Davis, Jason L.,Arndtsen, Bruce A.
experimental part, p. 1896 - 1901 (2011/05/13)
Cationic nickel complexes of the form L2Ni(CH 3)(RN=C(H)R)+ (L2 = bidentate nitrogen donor) have been probed for their ability to mediate olefin and imine migratory insertion reactions. While these complexes do
1,1′-Binaphthyldiamine-based lewis bases as readily available and efficient grganocatalysts for the reduction of N-Aryl and N-Alkyl ketimines
Guizzett, Stefania,Benaglia, Maurizio,Celentano, Giuseppe
experimental part, p. 3683 - 3687 (2009/12/03)
The development of simple, low-cost, efficient, and sustainable routes to enantiomerically pure amines is a topic of extraordinary interest, specially in view of future industrial applications. In this context, we wish to report a chemical and stereochemical efficient synthesis of chiral amines through the Lewis base activated trichlorosilane reduction of ketimines. An organocatalyst, easily prepared in a single step through the condensation of picolinic acid and commercially available 1,1′-binaphthyldiamine, is the key element of this metal-free methodology, that allowed the synthesis of chiral secondary and primary amines in high yields and stereose-lectivity. Noteworthy, such catalysts are able to promote the reduction of N-alkyl ketimines, often in quantitative yield and up to 87% enantioselectivity; it: is worth mentioning that for such transformations only one other organocatalytic system has been reported so far.
On the Structures of 2-Azapentadienyllithium Compounds
Wolf, Gerhard,Wuerthwein, Ernst-Ulrich
, p. 655 - 663 (2007/10/02)
2-Azapentadienyllithium compounds 3 - 10 are easily acessible by deprotonation of N-allylimines 1, 2 with lithium diisopropylamide.Their structures in THF solution at various temperatures are studied by means of 1H- and 13C NMR spectroscopy. 1-Phenyl-substituted 2-aza-pentadienyllithium derivatives adopt all-trans W conformations, whereas 1-alkyl-substituted 2-azapentadienyllithium compounds show s-cis conformations (sickle shapes). 13C shifts of the 2-azapentadienyl carbon atoms are discussed in terms of HOMO coefficients.The experimental structural results are compared with theoretical data obtained by MNDO and ab initio calculations for the corresponding anions.MNDO results are also given for monomeric 2-azapentadienyllithium conformers 13, 14.
