Photocatalyzed cascade hydrogen atom transfer for the construction of α-CF3-1,4-diketones DOI

Xiao-Ya Yuan,

Jinping Zheng, Xinyu Ma

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A TBADT-photocatalyzed cascade hydrogen atom transfer procedure was established for the synthesis of α-CF 3 -1,4-diketones from aldehydes and 2-bromo-3,3,3-trifluoro-1-propenes.

Language: Английский

Benzannulation of Functionally Enhanced Indole-3-carbaldehydes with Ynones and Alkynoates: A Domino Approach to Bioactive Carbazoles─Synthesis of Clauolenzole A, Calothrixin A & B, Methyl Carbazole-3-carboxylate, and Quinocarbazole DOI
Shweta Singh,

Rahul Balu Dadhe,

Srihari Pabbaraja

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 5, 2025

A flexible, regioselective, benzannulation strategy toward multifunctional carbazoles from 2-(2-oxo-2-arylethyl)indole-3-carbaldehydes, employing either ynones or alkynoates as reaction partners, has been envisaged and implemented. This enabling access to variegated in one-flask operation leads strategic substituent diversification via partner variation. The efficacy applications of this methodology are demonstrated through 23 examples concise syntheses bioactive clauolenzole A, calothrixin & B, methyl carbazole-3-carboxylate, pharmacophoric quinocarbazole.

Language: Английский

Citations

1
An Expedient Flow Chemistry Approach to Substituted 1,4‐Dimethylcarbazoles DOI Creative Commons
Jennifer R. Baker, Michael C. Hamilton, Cecilia C. Russell

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(13)

Published: March 28, 2025

Abstract A simple, expedient continuously scalable flow chemistry synthesis of a range 1,4‐dimethylcarbazoles from substituted indoles and 2,5‐hexanedione in the presence K‐10 (montmorillonite clay) is reported. Optimization conditions led to development an in‐house K‐10/sand Omnifit TM catalyst column that at 140 °C 0.4 mL.min −1 afforded >90% conversion selected indole desired 1,4‐carbazole. This equates ca 80 mg.h production rate. The reaction was tolerant electron donating but not withdrawing indoles.

Language: Английский

Citations

0
Dibenzo‐Fused Heterocycles: A Decade Update on the Syntheses of Carbazole, Dibenzofuran, and Dibenzothiophene DOI
Anjana Sreekumar, Ajil R. Nair,

C. Raksha

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 6, 2024

Abstract Polycyclic heterocycles are the most common and critical structural motifs found in a variety of natural products, medicines, fertilizers, advanced materials. Because their widespread use biologically active compounds material chemistry, functionalised dibenzo heterocyclic compounds, especially dibenzofuran, dibenzothiophene, carbazole derivatives, garnered much attention over time. Scientists interested elucidating more efficient techniques for developing these industrially essential compounds. Dibenzo‐fused can rapidly be synthesised using highly transition metal‐catalysed strategies as well by economic metal‐free reaction conditions. This review includes detailed overview recent significant synthetic techniques, both metal‐free, to produce medicinally important dibenzo‐fused heterocycles.

Language: Английский

Citations

1
Photocatalyzed cascade hydrogen atom transfer for the construction of α-CF3-1,4-diketones DOI

Xiao-Ya Yuan,

Jinping Zheng, Xinyu Ma

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A TBADT-photocatalyzed cascade hydrogen atom transfer procedure was established for the synthesis of α-CF 3 -1,4-diketones from aldehydes and 2-bromo-3,3,3-trifluoro-1-propenes.

Language: Английский

Citations

0