61453-97-2Relevant academic research and scientific papers
Copper-Catalyzed Carbon-Nitrogen/Carbon-Selenium Bonds Formation: Synthesis of 2-(Organochalcogenyl)-indolizines
Goulart, Tales A. C.,Back, Davi F.,Zeni, Gilson
, p. 1901 - 1911 (2017)
The copper-catalyzed cyclization of propargylpyridines with diorganyl dichalcogenides was applied to the synthesis of 2-(organochalcogenyl)-indolizines. A systematic study of the cyclization system revealed that the mutual action between copper(I) iodide
Desulfitative palladium-catalyzed direct C-3 arylation of indolizines with arylsulfonyl chlorides
Zhang, Wei,Liu, Fang,Zhao, Baoli
, p. 524 - 527 (2015/08/04)
An efficient Pd-catalyzed desulfitative approach to C-3 arylation of indolizine derivatives has been developed, and the protocol uses readily available arylsulfonyl chlorides as the arylation reagent under nitrogen. This transformation was performed in a mixed solvent of 1-methyl-2-pyrrolidone and dimethoxyethane using simple triphenylphosphine as a ligand, which provides a new method for the C-3 arylation of indolizines. An efficient Pd-catalyzed desulfitative approach to C-3 arylation of indolizine derivatives has been developed, the protocol using readily available arylsulfonyl chlorides as the arylation reagent under nitrogen. This transformation proceeds in a mixed solvent of NMP and DME using simple triphenylphosphine a ligand, and provides a new method for the C-3 arylation of indolizines.
Intramolecular C-N bond formation under metal-free conditions: Synthesis of indolizines
Wu, Junliang,Leng, Wei Lin,Liao, Hongze,Mai Hoang, Kim Le,Liu, Xue-Wei
, p. 853 - 856 (2015/03/31)
Polysubstituted indolizine derivatives are constructed via intramolecular C-N bond formation/C-H bond cleavage under metal-free conditions. These methods offer straightforward pathways to transform pyridyl chalcones into a variety of indolizines.
Multisubstituted N-fused heterocycles via transition metal-catalyzed cycloisomerization protocols
Seregin, Ilya V.,Schammel, Alex W.,Gevorgyan, Vladimir
, p. 6876 - 6883 (2008/09/21)
Two complementary protocols for assembly of multisubstituted N-fused heterocycles have been developed. It was demonstrated that 1,3-disubstituted N-fused heterocycles, including indolizines, pyrroloquinoxalines, and pyrrolothiazoles can easily be synthesized via an exceptionally mild and efficient method involving a novel silver-catalyzed cycloizomerization of propargyl-containing heterocycles. Alternatively, 1,2-disubstituted heterocycles can be accessed through the novel cascade transformation involving an alkyne-vinylidene isomerization with concomitant 1,2-shift of hydrogen, silyl, stannyl, or germyl groups. This mild and simple method allows for selective and highly efficient synthesis of indolizines, pyrroloisoquinolines, pyrroloquinoxalines, pyrrolopyrazines, and pyrrolothiazoles.
Base- and ligand-free room-temperature synthesis of N-fused heteroaromatic compounds via the transition metal-catalyzed cycloisomerization protocol
Seregin, Iiya V.,Schammel, Alex W.,Gevorgyan, Vladimir
, p. 3433 - 3436 (2008/02/12)
A new practical method for the synthesis of N-fused heterocycles via the transition metal-catalyzed cycloisomerization of heterocyles possessing a propagyl group has been developed. This very mild, base- and ligand-free method allows for the synthesis of diverse fused heterocyclic cores in good to excellent yields.
Highly efficient synthesis of functionalized indolizines and indolizinones by copper-catalyzed cycloisomerizations of propargylic pyridines
Yan, Bin,Zhou, Yebing,Zhang, Hao,Chen, Jingjin,Liu, Yuanhong
, p. 7783 - 7786 (2008/03/12)
(Chemical Equation Presented) The copper-catalyzed cycloisomerizations of 2-pyridyl-substituted propargylic acetates and its derivatives are described, which offer an efficient route to C-1 oxygenated indolizines with a wide range of substituents under mild reaction conditions. The presented method could be readily applied to the synthesis of indolizinones through a cyclization/1,2- migration of tertiary propargylic alcohols.
A novel and efficient approach to highly substituted indolizines via 5-endo-trig iodocyclization
Kim, Ikyon,Won, Hye Kyoung,Choi, Jihyun,Lee, Ge Hyeong
, p. 12954 - 12960 (2008/03/17)
A new approach to indolizines has been developed using a 5-endo-trig iodocyclization of allylic esters followed by isomerization and dehydroiodination facilitated by triethylamine at rt. This mild procedure enabled us to synthesize a number of highly subs
