36944-82-8Relevant academic research and scientific papers
A formal [3 + 2] annulation reaction of propargyl sulfonium compounds and: N -ylides: Access to pyrrolo[2,1- a] quinolines, pyrrolo[2,1- a] phthalazines and indolizines
He, Xiaojie,Liu, Hua,Xu, Hong,Yang, Weiran,Zheng, Jing
, p. 8867 - 8875 (2020/11/23)
A sequential [3 + 2] annulation of prop-2-ynylsulfonium salt and N-ylides was developed, leading to the formation of a series of pyrrolo[2,1-a]quinolines, pyrrolo[2,1-a]phthalazines and indolizines. The protocol featured the simultaneous one-pot formation of three new C-C bonds in moderate yields under mild conditions. In this reaction, the prop-2-ynylsulfonium salts acted as the C2 synthons and sulfide served as the leaving group. The resultant products could serve as useful precursors for the synthesis of diverse chemical compounds. This journal is
Base-mediated 1,3-dipolar cycloaddition of pyridinium bromides with bromoallyl sulfones: a facile access to indolizine scaffolds
Ganga Reddy, Velma,Hari Krishna, Namballa,Jadala, Chetna,Kamal, Ahmed,Shankaraiah, Nagula
, p. 8694 - 8701 (2020/11/17)
An expedient and transition-metal-free synthetic strategy has been developed for the construction of substituted indolizines from a unique combination of pyridinium salts and 2-bromoallyl sulfones. This approach does not compromise with the diverse substitutions on both the pyridinium salts and 2-bromoallyl sulfones. Wide substrate scope, operational simplicity, milder reaction conditions and good to moderate yields are the merits associated with the current approach. Moreover, this method provides two products which are amenable for the generation of a library of key indolizine building blocks. This journal is
CuBr-Catalyzed Aerobic Decarboxylative Cycloaddition for the Synthesis of Indolizines under Solvent-Free Conditions
Wang, Wenhui,Han, Junwen,Sun, Jinwei,Liu, Yun
, p. 2835 - 2842 (2017/03/23)
An efficient synthesis of diversified indolizine derivatives was developed via CuBr-catalyzed reaction of pyridines, methyl ketones and alkenoic acids under solvent-free conditions in oxygen atmosphere. This synthesis involves cascade processes of copper-catalyzed bromination of the methyl ketone, 1,3-dipolar cycloaddition of the pyridinium ylide with the alkenoic acid, followed by oxidative decarboxylation and dehydrogenative aromatization of the primary cycloadduct. By this protocol, a wide range of indoliznes with different substitution patterns were selectively prepared in one pot from simple substrates in good to excellent yields.
Structures and ambiphilic reactivities of indolizines. 5. Acylation of 2-methylindolizine
Bobrovskii,Lushnikov,Bundel'
, p. 1360 - 1364 (2007/10/02)
The acylation and carbomethoxylation of 2-methylindolizine were studied. In most cases minor amounts of the 1-substituted isomers were isolated in addition to the "usual" products of substitution in the 3 position. The data from the PMR and mass spectra of the 2-methyl-3- and 1-acylindolizines obtained are discussed.
Thermal Rearrangements of Cyclic Amine Ylides. VIII. Intramolecular Cyclization of 2-Ethynylpyridine N-Ylides into Indolizines and Cyclazines
Sashida, Haruki,Kato, Masanobu,Tsuchiya, Takashi
, p. 3826 - 3832 (2007/10/02)
Treatment of 6-unsubstituted 2-ethynyl-1-phenacylpyridinium bromides (10a-c) with 1,5-diazabicycloundec-5-ene in refluxing benzene resulted in cyclization to give the 3-benzoyl-indolizines (11) via the N-ylide intermediates 13, whereas heating the
