Dearomatization of pyridines: photochemical skeletal enlargement for the synthesis of 1, 2-diazepines

E Boudry, F Bourdreux, J Marrot… - Journal of the …, 2024 - ACS Publications
In this report, we developed a unified and standardized one-pot sequence that converts
pyridine derivatives into 1, 2-diazepines by inserting a nitrogen atom. This skeletal …

Direct Access to Quinazolines and Pyrimidines from Unprotected Indoles and Pyrroles through Nitrogen Atom Insertion

JC Reisenbauer, ASK Paschke, J Krizic, BB Botlik… - Organic …, 2023 - ACS Publications
Recent advances in single-atom insertion reactions have opened up new synthetic
approaches for molecular diversification. Developing innovative strategies to directly …

One‐Carbon Ring Expansion of Indoles and Pyrroles: A Straightforward Access to 3‐Fluorinated Quinolines and Pyridines

H Guo, S Qiu, P Xu - Angewandte Chemie International Edition, 2024 - Wiley Online Library
Fluorinated quinolines and pyridines are prevalent pharmacophores, yet their synthesis is
often challenging. Herein, we demonstrate that dibromofluoromethane as …

Controllable skeletal and peripheral editing of pyrroles with vinylcarbenes

Y Yang, Q Song, P Sivaguru, Z Liu… - Angewandte Chemie …, 2024 - Wiley Online Library
The skeletal editing of azaarenes through insertion, deletion, or swapping of single atoms
has recently gained considerable momentum in chemical synthesis. Here, we describe a …

Cascade ring expansion reactions for the synthesis of medium-sized rings and macrocycles

JM Wootton, JKF Tam, WP Unsworth - Chemical communications, 2024 - pubs.rsc.org
This Feature Article discusses recent advances in the development of cascade ring
expansion reactions for the synthesis of medium-sized rings and macrocycles. Cascade ring …

Carbene-Assisted Arene Ring-Opening

Z Cheng, H Xu, Z Hu, M Zhu, KN Houk… - Journal of the …, 2024 - ACS Publications
Despite the significant achievements in dearomatization and C–H functionalization of
arenes, the arene ring-opening remains a largely unmet challenge and is underdeveloped …

Silver‐Catalyzed Dearomative Skeletal Editing of Indazoles by Donor Carbene Insertion

L Li, H Chen, M Liu, Q Zhu, H Zhang… - … A European Journal, 2024 - Wiley Online Library
Given the prevalence of heterocyclic scaffolds in drug‐related molecules, converting these
highly modular heterocyclic scaffolds into structural diversified and dearomatized analogs is …

Electrochemical Oxidation of Indoles to Access Tryptanthrins at Room Temperature

Z Guo, Y Liu, H Li, J Wu, M Xie… - Advanced Synthesis & …, 2024 - Wiley Online Library
An electrooxidative reconstruction of the indole core under ambient conditions is reported,
resulting in the construction of tryptanthrins. This electrochemical strategy simplifies …

C—F Bond Insertion into Indoles with CHBr2F: An Efficient Method to Synthesize Fluorinated Quinolines and Quinolones

C Li, L Chen, H Wang, Z Yan, B Lyu… - Chinese Journal of …, 2024 - Wiley Online Library
Comprehensive Summary A mild and practical method for synthesizing fluorinated quinoline
derivatives, which have a wide range of applications in pharmaceuticals, materials, and …

Carbon atom insertion into N-heterocyclic carbenes to yield 3, 4-dihydroquinoxalin-2 (1 H)-ones

JS Lamb, F Koyama, N Suzuki, Y Suzuki - Organic Chemistry Frontiers, 2024 - pubs.rsc.org
Carbon atom insertion into a cyclic framework is an attractive form of molecular editing since
it can modify the core skeleton of a molecule, allowing for controlled increases in molecular …