Multiple-fold C–F bond functionalization for the synthesis of (hetero) cyclic compounds: fluorine as a detachable chemical handle

D Ge, XQ Chu - Organic Chemistry Frontiers, 2022 - pubs.rsc.org
Although the demand for privileged (hetero) cyclic molecules continues to grow steadily in
organic synthesis, drug discovery, agrochemical chemistry, materials science, etc., the …

Catalytic regio-and stereoselective silicon–carbon bond formations on unsymmetric gem-difluorocyclopropenes by capture of silyl metal species

H Xu, XJ Fang, WS Huang, Z Xu, L Li, F Ye… - Organic Chemistry …, 2022 - pubs.rsc.org
We report herein that a highly regioselective silicon–carbon bond-forming silylation of
unsymmetric gem-difluorocyclopropenes based on Si–C or Si–B bond cleavage of …

Chiral Phosphoric Acid-Catalyzed Asymmetric Friedel–Crafts Addition of Indolizine to Cyclic N-Sulfonyl Imine

P Subba, MM Sadhu, VK Singh - The Journal of Organic …, 2023 - ACS Publications
A highly efficient chiral phosphoric acid-catalyzed enantioselective Friedel–Crafts addition of
indolizine to cyclic N-sulfonyl imine has been established. The newly developed protocol …

Transition metal-and oxidant-free [3+ 2] cyclization of azomethine imines utilizing vinylene carbonate as dual synthons

W Li, M Zhang, J Yan, L Ni, H Cao, X Liu - Organic Chemistry Frontiers, 2022 - pubs.rsc.org
A transition metal-and oxidant-free C–C/C–N annulation of azomethine imines with vinylene
carbonate as dual synthons under simple reaction conditions is described herein …

Chiral Phosphoric Acid Catalyzed Desymmetrization of Cyclopentendiones via Friedel–Crafts Conjugate Addition of Indolizines

Q Ni, Z Zhu, Y Fan, X Chen, X Song - Organic Letters, 2021 - ACS Publications
An organocatalytic highly diastero-and enantioselective Friedel–Crafts conjugate addition of
indolizines to prochiral cyclopentenediones has been successfully developed. This …

Dearomative cyclization of pyridines/isoquinolines with cyclopropenones: access to indolizinones and benzo-fused indolizinones

X Liu, X Shi, J Zhou, C Huang, Y Lin… - Chemical …, 2023 - pubs.rsc.org
Dearomatization reactions provide a rapid approach to construct complicated molecules that
are difficult to synthesize by traditional methods from simple aromatic compounds. Herein …

Indolizin-1-ols with Charged Electron Acceptors: A Direct Way to 3H-Indolizinium-1-olates with Donor Functions

IV Nechaev, GV Cherkaev - The Journal of Organic Chemistry, 2022 - ACS Publications
The reaction of cyclopropenones with pyridines, having an attached integer-charged
electron-withdrawing group (pyridinium, imidazolium, and phosphonium) was discovered to …

[HTML][HTML] Retracted Article: Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl)(diaryl) methanamines via chiral phosphoric acid catalysis

J Zhong, R Pan, X Lin - RSC advances, 2022 - pubs.rsc.org
An enantioselective Friedel–Crafts reaction of cyclic α-diaryl N-acyl imines with indolizines
catalyzed by a chiral spirocyclic phosphoric acid has been developed. The asymmetric …

Radical and Ionic Reactions of Indolizin-1-ols: Synthesis of 3-Arylsulfanyl-, 3-(Tropon-2-yl)-and 3-(Tropolon-5-ylazo)-1-hydroxyindolizines from 3, 3 …

IV Nechaev, GV Cherkaev - The Journal of Organic Chemistry, 2021 - ACS Publications
An aerobic multicomponent reaction between monoalkyl-3, 3-difluorocyclopropenes,
pyridines, and arylthiols has been discovered to afford 3-arylsulfanyl-1-hydroxyindolizines …

3-Thioxo-3H-indolizinium-1-olates and Related Pseudo-Cross-Conjugated Heterocyclic Mesomeric Betaines: Synthesis and Spectral Features

IV Nechaev, GV Cherkaev - The Journal of Organic Chemistry, 2024 - ACS Publications
The first example of the synthesis of 3-thioxo-3 H-indolizinium-1-olates, which further
expands a limited class of pseudocross-conjugated heterocyclic mesomeric betaines …