60173-67-3Relevant academic research and scientific papers
An efficient approach to chiral allyloxyamines by stereospecific allylation of nitrosoarenes with chiral allylboronates
Li, Yuanming,Chakrabarty, Shyamal,Studer, Armido
, p. 3587 - 3591 (2015)
A novel and efficient approach to allyloxyamines by the allylation of nitrosoarenes with α-chiral allylboronates is described. C-O bond formation occurs with high stereospecificity and the product allyloxyamines are easily transformed into valuable chiral
Domino Aryne Annulation via a Nucleophilic-Ene Process
Xu, Hai,He, Jia,Shi, Jiarong,Tan, Liang,Qiu, Dachuan,Luo, Xiaohua,Li, Yang
supporting information, p. 3555 - 3559 (2018/03/21)
1,2-Benzdiyne equivalents possess the unique property that they can react with two arynophiles through iteratively generated 1,2- and 2,3-aryne intermediates. Upon rational modification on the second leaving group of these aryne precursors, a domino aryne annulation approach was developed through a nucleophilic-ene reaction sequence. Various benzo-fused N-heterocyclic frameworks were achievable under transition metal-free conditions with a broad substrate scope.
Achieving control over the branched/linear selectivity in palladium-catalyzed allylic amination
Dubovyk, Igor,Watson, Iain D. G.,Yudin, Andrei K.
, p. 1559 - 1575 (2013/03/28)
Palladium-catalyzed reaction of unsymmetrical allylic electrophiles with amines gives rise to regioisomeric allylic amines. We have found that linear products result from the thermodynamically controlled isomerization of the initially formed branched products. The isomerization is promoted by protic acid and active palladium catalyst. The use of base shuts down the isomerization pathway and allows for the preparation and isolation of branched allylic amines. Solvent plays a key role in achieving high kinetic regioselectivity and in controlling the rate of isomerization. The isomerization can be combined with ring-closing metathesis to afford the synthesis of exocyclic allylic amines from their endocyclic precursors.
Revitalizing the aromatic aza-Claisen rearrangement: Implications for the mechanism of 'on-water' catalysis
Beare, Kaitlin D.,McErlean, Christopher S. P.
, p. 2452 - 2459 (2013/06/05)
For too long the aromatic aza-Claisen rearrangement has been the poor relation of its oxygen counterpart. We demonstrate that on-water catalysis facilitates the rearrangement of reverse N-prenylated naphthylamines and anilines, and transforms the aromatic
Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates
Arnold, Jeffrey S.,Cizio, Gregory T.,Nguyen, Hien M.
, p. 5576 - 5579 (2011/12/04)
The rhodium-catalyzed regioselective amination of tertiary allylic trichloroacetimidates with unactivated aromatic amines is a direct and efficient approach to the preparation of α,α-disubstituted allylic aryl amines in good yield and with excellent regio
Regioselective iron-catalyzed allylic amination
Plietker, Bernd
, p. 6053 - 6056 (2007/10/03)
(Chemical Equation Presented) Iron age: An air- and water-resistant iron(-II) catalyst, in the presence of triphenylphosphane under buffered conditions, allows for the highly regioselective and stereoselective allylation of primary aromatic amines. A broa
