247075-85-0Relevant academic research and scientific papers
Novel syntheses of indolizines and pyrrolo[2,1-a]isoquinolines via benzotriazole methodology
Katritzky, Alan R.,Qiu, Guofang,Yang, Baozhen,He, Hai-Ying
, p. 7618 - 7621 (1999)
Indolizines and pyrrolo[2,1-a]isoquinolines are synthesized by 1,3- dipolar cycloadditions of pyridinium benzotriazolylmethylides or isoquinolinium benzotriazolylmethylides with ethylenes and acetylenes.
Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides
Wang, Chunjie,Jia, Huali,Li, Zhiwei,Zhang, Hui,Zhao, Baoli
, p. 21814 - 21821 (2016/03/08)
Derivatized indolizines were efficiently prepared by direct C-3 arylation of indolizines using sodium arylsulfinates and arylsulfonyl hydrazides. Pd-catalyzed desulfitative C-3 arylation with sodium arylsulfinates was achieved with the assistance of peroxides, and the catalytic efficiency was promoted by N-containing ligands. Arylsulfonyl hydrazides were also successfully applied in Pd-catalyzed desulfitative C-3 arylation with indolizines, and the side homocoupling reactions can be restrained in the component solvent under milder conditions. Various derivatives were synthesized in good yields by both methods, offering expedient protocols for the synthesis of C-3 functionalized indolizine molecules.
Silver-mediated synthesis of indolizines via oxidative C-H functionalization and 5-endo-dig cyclization
Pandya, Amit N.,Fletcher, James T.,Villa, Eric M.,Agrawal, Devendra K.
supporting information, p. 6922 - 6924 (2015/01/09)
An efficient strategy for the synthesis of indolizines from readily available starting materials via oxidative C-H functionalization and 5-endo-dig cyclization in one step has been demonstrated. This protocol represents wide substrate scope, high function
Pd-Catalyzed C-3 functionalization of indolizines via C-H bond cleavage
Zhao, Baoli
supporting information; experimental part, p. 7108 - 7119 (2012/09/25)
New transition metal-catalyzed methods for the arylation of indolizines by the direct cleavage of C-H bonds have been developed. A wide range of aryltrifluoroborate salts react with indolizines in the presence of Pd(OAc) 2 catalyst and AgOAc oxidant to give the arylated indolizines in high yields. Both electron-donating and electron-withdrawing groups perform smoothly while bromide and chlorine substituents are tolerated. In addition, the indolizines display similar reactivities in the Pd-catalyzed reaction with 3-phenylpropiolic acid to afford the corresponding C-3 alkynylated indolizines. These methods allow the direct functionalization of indolizines in one step.
Formation of Indolizines by the Addition of α-Chloroacrylonitrile to Pyridinium Ylides: Regioselectivity and Hammett Correlation
Bonneau, Roland,Liu, Michael T. H.,Lapouyade, Rene
, p. 1547 - 1548 (2007/10/02)
Cycloaddition of pyridinium ylides to α-chloroacrylonitrile give indolizines: the regioselectivity of the reaction can be rationalized in terms of nucleophilic attack by the ylides on the olefin.
