1128264-41-4Relevant academic research and scientific papers
2,3-disubstituted pyrrole or 2,3,4-trisubstituted pyrrole prepared by one-pot method and preparation method thereof
-
Paragraph 0325-0330, (2019/10/08)
The invention provides 2,3-disubstituted pyrrole or 2,3,4-trisubstituted pyrrole prepared by a one-pot method and a preparation method thereof. Ketoxime and p-toluenesulfonyl chloride generate ketoxime sulfonate under alkaline conditions, the ketoxime sulfonate is not separated, Neber rearrangement is carried out under the conditions to obtain a nitrogen heterocyclic propylene intermediate, and the nitrogen heterocyclic propylene intermediate and proton-containing ketone at an alpha position are subjected to ring opening and cyclization to obtain the 2,3-disubstituted pyrrole or 2,3,4-trisubstituted pyrrole. The invention firstly provides the method for preparing the 2,3-disubstituted pyrrole or 2,3,4-trisubstituted pyrrole through the steps that the ketoxime and p-toluenesulfonyl chloride generate the ketoxime sulfonate under the alkaline conditions, the ketoxime sulfonate is not separated, and the intermediate obtained by the Neber rearrangement under the conditions and the ketone are subjected to the ring opening and cyclization, the synthesis step is simplified, the yield is improved, and the range of application of the reaction is expanded.
Synthesis of multisubstituted 1H-pyrrole: Selenium-catalyzed reaction of γ-nitro substituted carbonyl compounds and carbon monoxide
Umeda, Rui,Mashino, Tsukasa,Nishiyama, Yutaka
, p. 4395 - 4399 (2014/06/10)
The novel and efficient selenium-catalyzed reductive N-heterocyclization of γ-nitro substituted carbonyl compounds with carbon monoxide has been developed. Various multisubstituted 1H-pyrroles can be easily prepared by this protocol. The one-pot synthesis
Synthesis of 2,4-Disubstituted pyrroles by rearrangements of 2-furanyl carbamates
Kiren, Sezgin,Hong, Xuechuan,Leverett, Carolyn A.,Padwa, Albert
supporting information; experimental part, p. 1233 - 1235 (2009/08/07)
2,4-Disubstituted pyrroles were synthesized by an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with different alkyl lithiates. The final step of the procedure involves heating th
A facile synthesis of 5-alkoxypyrrol-2(5H)-ones using a modified aza-Achmatowicz oxidation
Kiren, Sezgin,Hong, Xuechuan,Leverett, Carolyn A.,Padwa, Albert
experimental part, p. 6720 - 6729 (2011/03/17)
An efficient approach to 2,4-disubstituted pyrroles has been uncovered and is based on an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with various alkyl lithiates. The final ste
