114655-48-0Relevant academic research and scientific papers
Insertion of Nitriles into Zirconocene 1-aza-1,3-diene Complexes: Chemoselective Synthesis of N-H and N-Substituted Pyrroles
Yu, Shasha,Xiong, Meijun,Xie, Xin,Liu, Yuanhong
supporting information, p. 11596 - 11599 (2016/02/19)
The direct insertion of nitriles into zirconocene-1-aza-1,3-diene complexes provides an efficient, chemoselective, and controllable synthesis of N-H and N-substituted pyrroles upon acidic aqueous work-up. The outcome of the reaction (that is, the formatio
Oxidation of aliphatic α,β-unsaturated aldimines to amides specifically by oxone with AlCl3
Lu, Zhou,Peng, Lijun,Wu, Wentao,Wu, Longmin
, p. 2357 - 2366 (2008/09/21)
α,β-Unsaturated aldimines were specifically oxidized to amides with Oxone in the presence of AlCl3 as a Lewis acid in CH2Cl2. No migration of aryl group occurred in the rearrangement reaction. Copyright Taylor & Francis Group, LLC.
Eco-friendly synthesis of imines by ultrasound irradiation
Guzen, Karla P.,Guarezemini, Alexandre S.,órf?o, Aline T.G.,Cella, Rodrigo,Pereira, Claudio M.P.,Stefani, Hélio A.
, p. 1845 - 1848 (2008/02/05)
A series of imines was synthesized by an ultrasound-assisted reaction of aldehydes and primary amines using silica as the promoter. Products were obtained in high yields even in large scale synthesis.
Synthesis of oxazinyl analogues of fosmidomycin using RCM methodology
Van Der Jeught, Sarah,Stevens, Christian V.,Dieltiens, Nicolai
, p. 3183 - 3187 (2008/09/19)
Fosmidomycin is a promising antimalarial compound with a novel mode of action, the inhibition of 1-deoxy-D-xylulose 5-phosphate reductoisomerase, a key enzyme in the biosynthesis of isoprenoids through the nonmevalonate pathway. This paper describes the synthesis of a series of analogues in which the hydroxamate moiety is incorporated in a ring structure, leaving the complexation with the enzyme up to the oxygen lone pairs instead of the free hydroxyl group. The antimalarial activities of the different analogues are currently under investigation. Georg Thieme Verlag Stuttgart.
One-pot synthesis of N-chloroacetyl 1-aminoalkyl phosphonates - Precursors of 4-phosphono-β-lactams
Moonen, Kristof,Stevens, Christian V.
, p. 3603 - 3612 (2007/10/03)
4-Phosphono-β-lactams are synthesized via a three-step sequence, including final formation of the C3-C4 bond through a phosphorus-stabilized carbanion. The chlorinated precursors can be synthesized via two different methods: a one-pot N-acylation of an aromatic imine followed by addition of a trialkyl phosphite or phosphonylation of a suitable imine followed by N-acylation in a separate reaction step. The former method was preferred because of the ease of the reaction and the good yields obtained. Georg Thieme Verlag Stuttgart.
Process for the preparation of substituted pyridines via 1-aza-1,3-butadienes and the 1-aza-1,3-butadiene intermediates
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, (2008/06/13)
Process for the preparation of substituted pyridines by allowing 1-aza-1,3-butadienes to react, in the presence of a catalytic amount of secondary amine and acid, with an aldehyde or ketone, and new 1-aza-1,3-butadienes which are used in this process. Said pyridines can be obtained in high yield in a simple process with a short reaction time. The 1-aza-1,3-butadiene can, if so desired, be prepared in situ from an imine and an aldehyde.
Synthesis of alkyl- and aryl-substituted pyridines from (α,β-unsaturated) imines or oximes and carbonyl compounds
Vijn,Arts,Green,Castelijns
, p. 573 - 578 (2007/10/02)
Reaction of a variety of (α,β-unsaturated) imines or oximes with aliphatic aldehydes or cyclic ketones in the presence of a secondary amine afforded alkyl-, and/or aryl-, and/or cycloalkyl-substituted pyridines. To explain their formation, a hetero Diels-Alder reaction has been postulated, in which an 1-aza-1,3-butadiene reacts with an in situ generated enamine.
Titanium(III)-induced transformation of hydroxylamines to imines or secondary amines
Kodera,Watanabe,Imada,Murahashi
, p. 2542 - 1549 (2007/10/02)
N,N-Disubstituted and cyclic hydroxylamines can be converted into the corresponding imines efficiently upon treatment with anhydrons titanium trichloride in THF at room temperature. Similar treatment of N-allylhydroxylamines with anhydrous titanium trichloride gives 1-azadienes, which are versatile synthetie intermediates for aza-Diels-Alder reactions. On the other hand, the same hydroxylamines can be converted into the corresponding secondary amines upon treatment with aqueous titanium trichloride in methanol. It is noteworthy that optically active hydroxylamines, which have chirality at the α-position to nitrogen, can be converted into optically active secondary amines without loss of chirality. Dihydro-2(1H)-quinolinones can be prepared upon treatment of 1-hydroxy-3,4-dihydro-2(1H)-quinolinones with aqueous titanium trichloride. The substrates of N,N-disubstituted and cyclic hydroxylamines can be prepared readily upon treatment of nitrones with nucleophiles. Since nitrones can be prepared by metal-catalyzed oxidations of secondary amines with hydrogen peroxide, the present titanium(III)-promoted reaction of hydroxylamines will provide a convenient method for the synthesis of either α-substituted imines or amines from secondary amines.
Synthesis of 2-Alkyl-3-vinyloxaziridines as Potential Antitumor Agents
Said, Samy B.,Mlochowski, Jacek,Skarzewski, Jacek
, p. 461 - 464 (2007/10/02)
A convenient method for the synthesis of previously unknown oxaziridines having unsaturated substituents at the 3-position (3a - k) is based on the selective oxidation of the imino group of α,β-unsaturated aldimines 2 with m-chloroperbenzoic acid.The titl
Synthesis of Secondary Allylic Amines
Kimpe, Norbert de,Stanoeva, Elena,Verhe, Roland,Schamp, Niceas
, p. 587 - 592 (2007/10/02)
Secondary allylic amines were synthesized from aldehydes and primary amines via successive conversion into aldimines, α-haloaldimines and α,β-unsaturated aldimines, the latter being selectively reduced by sodium borohydride at the imino function.This method allowed the synthesis of secondary allylic amines with high preponderance of the E-stereochemistry.A comparison was made with an alternative method involving the generation of α,β-unsaturated aldimines from α,β-unsaturated aldehydes and primary amines, and subsequent borohydride reduction.
