Synthesis of Thiaphenanthridinones from Sulfinate Esters and 2-Borylanilines DOI Creative Commons
Keisuke Nakamura,

Minori Suzuki,

Suguru Yoshida

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9676 - 9681

Published: Nov. 6, 2024

A facile palladium-catalyzed synthesis of thiaphenanthridinones from sulfinate esters and 2-borylanilines is disclosed. Various sulfur analogs phenanthridinones were synthesized by bromide-selective cross-coupling cyclization in one step. Further transformations the obtained allowed preparing a broad range thiaphenanthridinone derivatives involving bioactive compounds.

Language: Английский

Construction of 1,2‐Benzothiazine‐S,S‐Dioxide Heterocyclic Derivatives DOI
Mengjiao Liu,

Yunge Yuan,

Jiankang Yue

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(14)

Published: April 1, 2025

Abstract We investigated two synthetic methods for 1,2‐benzothiazine‐S,S‐dioxide heterocyclic derivatives. The first method involves cyclization via Suzuki–Miyaura coupling, while the second achieves through intramolecular C─H activation. Specifically, when ring is a pyrazole, we discovered that reactivity of C5'─H significantly higher than C3'─H. By strategically introducing removable substituent at C5' position, C3' position was achieved. These offer concise and efficient strategies constructing desired tricyclic system.

Language: Английский

Citations

0
Synthesis of 1,2-Benzothiazole via Nickel-Catalyzed Electrochemical Intramolecular Amination DOI

Zhao‐Ran Liu,

Simon A. Herbert,

Hartmut Schirok

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9034 - 9039

Published: Oct. 7, 2024

Constructing a C-N bond by merging electrochemistry and nickel catalysis is considered powerful strategy. Herein, we investigate highly efficient intramolecular amination at room temperature with excellent functional group tolerance. Mechanistic studies suggest that the rapid ligand exchange may lead to Ni

Language: Английский

Citations

2
Synthesis of Thiaphenanthridinones from Sulfinate Esters and 2-Borylanilines DOI Creative Commons
Keisuke Nakamura,

Minori Suzuki,

Suguru Yoshida

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9676 - 9681

Published: Nov. 6, 2024

A facile palladium-catalyzed synthesis of thiaphenanthridinones from sulfinate esters and 2-borylanilines is disclosed. Various sulfur analogs phenanthridinones were synthesized by bromide-selective cross-coupling cyclization in one step. Further transformations the obtained allowed preparing a broad range thiaphenanthridinone derivatives involving bioactive compounds.

Language: Английский

Citations

1