65117-76-2Relevant academic research and scientific papers
Iron-Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)–H Amination
Roy, Satyajit,Das, Sandip Kumar,Khatua, Hillol,Das, Subrata,Singh, Krishna Nand,Chattopadhyay, Buddhadeb
supporting information, p. 8772 - 8780 (2021/03/16)
An iron-catalyzed denitrogenative rearrangement of 1,2,3,4-tetrazole is developed over the competitive C(sp3)–H amination. This catalytic rearrangement reaction follows an unprecedented metalloradical activation mechanism. Employing the developed method, a wide number of complex-N-heterocyclic product classes have been accessed. The synthetic utility of this radical activation method is showcased with the short synthesis of a bioactive molecule. Collectively, this discovery underlines the progress of radical activation strategy that should find wide application in the perspective of medicinal chemistry, drug discovery and natural product synthesis research.
Concise Synthesis of Lamellarin Alkaloids by C-H/N-H Activation: Evaluation of Metal Catalysts in Oxidative Alkyne Annulation
Mei, Ruhuai,Zhang, Shou-Kun,Ackermann, Lutz
supporting information, p. 1715 - 1718 (2017/11/27)
The performance of various transition-metal catalysts was explored in the step-economical synthesis of naturally occurring lamellarin alkaloids by C-H/N-H activation. The oxidative alkyne annulation proceeded efficiently by using sustainable ruthenium(II) catalysis, which set the stage for a concise synthesis of lamellarin D, lamellarin H and derivatives thereof.
Versatile pyrrole synthesis through ruthenium(II)-catalyzed alkene C-H bond functionalization on enamines
Wang, Lianhui,Ackermann, Lutz
supporting information, p. 176 - 179 (2013/04/10)
An efficient ruthenium(II) catalyst enabled broadly applicable oxidative alkyne annulations with electron-rich enamines to provide diversely decorated pyrroles, even in an aerobic fashion with air as the ideal oxidant.
Ruthenium-catalyzed pyrrole synthesis via oxidative annulation of enamides and alkynes
Li, Bin,Wang, Nuancheng,Liang, Yujie,Xu, Shansheng,Wang, Baiquan
supporting information, p. 136 - 139 (2013/03/28)
An efficient and regioselective ruthenium-catalyzed oxidative annulation of enamides with alkynes via the cleavage of C(sp2)-H/N-H bonds is reported. The reactions can afford N-acetyl substituted or N-unsubstituted pyrroles by altering the reaction conditions slightly.
RhIII-catalyzed oxidative olefination of vinylic C-H bonds: Efficient and selective access to Di-unsaturated α-amino acid derivatives and other linear 1,3-butadienes
Besset, Tatiana,Kuhl, Nadine,Patureau, Frederic W.,Glorius, Frank
, p. 7167 - 7171 (2011/07/31)
Olefin(s) get-together! A RhIII-catalyzed oxidative cross-coupling of different olefins was developed, resulting in the formation of valuable linear butadiene products and especially di-unsaturated α-amino acid derivatives. 1,1-Di-, 1,2-di-, and 1,1,2-trisubstituted olefins could be coupled with styrenes and acrylates. In these reactions, remarkably high levels of chemo-, regio-, and stereoselectivity were obtained, rendering this a valuable synthetic tool. Copyright
Regioselective synthesis of substituted pyrroles: Efficient palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylate derivatives
Crawley, Matthew L.,Goljer, Igor,Jenkins, Douglas J.,Mehlmann, John F.,Nogle, Lisa,Dooley, Rebecca,Mahaney, Paige E.
, p. 5837 - 5840 (2007/10/03)
(Diagram presented) The first efficient and regioselective palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylates to give moderate to excellent yields of highly functionalized pyrroles has been developed. This approach is applicab
Double diastereoselectivite de la cycloaddition dipolaire-1,3 d'ylures d'azomethine cycliques substitues
Lakhlifi, Tahar,Sedqui, Ahmed,Fathi, Toufik,Laude, Bernard,Robert, Jean-Francois
, p. 1417 - 1423 (2007/10/02)
Seven derivatives of methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylates 1 were synthesized.These compounds are precursors of pentagonal cyclic azomethine ylides, the two sides of which are diastereotopic.The 1,3-dipolar species react with N-methyl and
