Recent Advances in the Development of Indolizine Scaffolds: Synthetic Methodology and Mechanistic Insights

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

Comprehensive Summary Indolizine is a nitrogen‐containing heterocycle with strong aromaticity, possessing delocalized 10π‐electron system. Based on the indolizine scaffolds, numerous molecules biological activity and organic functional materials have been synthesized. Since 2016, over 110 papers published synthesis of but reviews synthesizing scaffolds incomplete not up‐to‐date. Herein, from perspective structure combination pyrrole pyridine ring, we focus construction through diversity starting substrates, including derivatives (N1‐substituted pyridinium salt derivatives, C2‐substituted N1‐ C2‐free substituted derivatives), unoriginal ring substrates. Furthermore, corresponding reaction mechanisms synthetic methodologies are also elaborated. Therefore, this review only paves way for provides insight into exploring new modes constructing heterocycles. Key Scientists was discovered by Angeli in 1890 first prepared Scholtz 1912 α‐picoline acetic anhydride. A general approach developed Chichibabin 1927, that practical value preparation 2‐alkyl‐ or 2‐arylindolizines. The closure quaternary halides. At begining 21st century, Basavaiah introduced dimension Baylis‐Hillman chemistry leading to novel facile convenient methodology one‐pot operation. In 2010, Barluenga reported Cu(I)‐catalyzed regioselective [3+2] cyclization unsubstituted pyridines toward alkenyldiazoacetates functionalized successful example metal‐catalyzed π‐deficient heterocyclic system alkenyldiazo compounds. 2019 2022, Xi Liu exploited methods non‐pyridine as synthesize indolizines, respectively. Guo an environmentally benign electrooxidative formyl‐ acyl‐substituted indolizines.

Language: Английский

Nucleophilic Ring Opening of Donor–Acceptor Cyclopropanes through Umpolung Reactivity of Organochlorophosphines: Phosphine Oxide-Functionalized Boron-Pendanted Compounds

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 27, 2024

We present a novel set of frustrated Lewis pair (FLP) systems that exhibit remarkable ability to promote the ring opening donor-acceptor cyclopropanes (DACs). This FLP-promoted protocol offers umpolung reactivity R

Language: Английский

Manganese(iii) acetate in organic synthesis: a review of the past decade

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6850 - 6917

Published: Jan. 1, 2024

In this review, we summarize the latest developments and applications of Mn(OAc) 3 in organic synthesis over past decade, focusing on efforts to achieve milder reaction conditions while expanding scope possibilities.

Language: Английский