33356-73-9Relevant academic research and scientific papers
Synthesis of methyl 1,5-diaryl-1H-pyrrole-2-carboxylates via acid-catalyzed ring-opening/ring-closure sequence
Huang, Long,Luo, Chenghao,Xu, Panpan,Liu, Bing,Zhang, Duntie,Zhang, Jing,Pang, Denghong,Gong, Yuefa
, p. 1755 - 1765 (2021/06/11)
A facile synthesis of methyl 1,5-diaryl-1H-pyrrole-2-carboxylates was reported in this article. Acid-catalyzed reaction of methyl 2-aroyl-1-phenoxycyclopropanecarboxylates with aromatic amines underwent smoothly to give methyl 1,5-diaryl-1H-pyrrole-2-carboxylates in high to excellent yields under mild conditions.
Copper(II)-Catalyzed [4+1] annulation of propargylamines with N,O-acetals: Entry to the synthesis of polysubstituted pyrrole derivatives
Sakai, Norio,Hori, Hiroaki,Ogiwara, Yohei
, p. 1905 - 1909 (2015/03/18)
Described herein is the CuCl2-catalyzed [4+1] annulation of a variety of propargylamines with N,O-acetals that function as a C1 unit, leading to the production of polysubstituted pyrrole derivatives. Three important features of the N,O-acetal during the [4+1] annulation series via 5-endo-dig cyclization are described: an enolizable substituent adjacent to the central sp3-carbon is required, the central sp3-carbon displays the functions of both an electrophile and a nucleophile, and liberation of the secondary amine smoothly leads to the aromatization. A CuCl2-catalyzed [4+1] annulation of propargylamines with N,O-acetals having an ester, a ketone, and an amide moiety, leading to the facile preparation of polysubstituted pyrrole derivatives is presented. This annulation series was achieved through 5-endo-dig cyclization and subsequent aromatization in one pot.
