30342-48-4Relevant academic research and scientific papers
Synthesis of Highly Substituted Pyridines through Copper-Catalyzed Condensation of Oximes and α,β-Unsaturated Imines
Tan, Wei Wen,Ong, Yew Jin,Yoshikai, Naohiko
supporting information, p. 8240 - 8244 (2017/06/30)
A copper-catalyzed condensation reaction of oxime acetates and α,β-unsaturated ketimines to give pyridine derivatives is reported. The reaction features mild conditions, high functional-group compatibility, and high regioselectivity with respect to unsymmetrical oxime acetates, thus allowing the preparation of a wide range of polysubstituted pyridines, many of which are not readily accessible by conventional condensation methods.
Rhenium-catalyzed regioselective synthesis of multisubstituted pyridines from β-enamino ketones and alkynes via C-C bond cleavage
Yamamoto, Shun-Ichi,Okamoto, Kana,Murakoso, Makiko,Kuninobu, Yoichiro,Takai, Kazuhiko
supporting information; experimental part, p. 3182 - 3185 (2012/07/28)
A new method is described for the regioselective synthesis of multisubstituted pyridine derivatives. Treatment of N-acetyl β-enamino ketones with alkynes in the presence of the rhenium catalyst, Re 2(CO)10, gives multisubstituted pyridines regioselectively. In this reaction, the N-acetyl moieties are important for the selective formation of the multisubstituted pyridines. This reaction proceeds via insertion of alkynes into a carbon-carbon single bond of β-enamino ketones, intramolecular nucleophilic cyclization, and elimination of acetic acid.
Rhodium(III)-catalyzed synthesis of pyridines from α,β- unsaturated ketoximes and internal alkynes
Too, Pei Chui,Noji, Toshiharu,Lim, Ying Jie,Li, Xingwei,Chiba, Shunsuke
supporting information; experimental part, p. 2789 - 2794 (2012/01/11)
A method for the synthesis of highly substituted pyri-dines from ,-unsaturated oximes and internal alkynes has been developed using [Cp*RhCl2]2-CsOPiv as the catalyst system. The present transformation is carried out by a redox-neutral sequence of vinylic C-H rhodation, alkyne insertion, and C-N bond formation of the putative vinyl rhodium intermediate with the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle. Georg Thieme Verlag Stuttgart · New York.
Pyridine synthesis from oximes and alkynes via rhodium(iii) catalysis: Cp* and Cpt provide complementary selectivity
Hyster, Todd K.,Rovis, Tomislav
supporting information; experimental part, p. 11846 - 11848 (2011/12/02)
The synthesis of pyridines from readily available α,β- unsaturated oximes and alkynes under mild conditions and low temperatures using Rh(iii) catalysis has been developed. It was found that the use of sterically different ligands allows for complementary selectivities to be achieved.
