Potassium Persulfate Promoted the One-Pot and Selective Se-Functionalization of Pyrazoles under Acidic Conditions DOI Creative Commons
Thiago J. Peglow,

João Pedro S. S. C. Thomaz,

Luana S. Gomes

et al.

ACS Omega, Journal Year: 2024, Volume and Issue: 9(52), P. 51295 - 51305

Published: Dec. 17, 2024

Our research presents selective direct selenylation at the C-4 pyrazole ring using K2S2O8 as an oxidant under simple and mild conditions. This elegant synthesis involves one-pot method acidic conditions, thus minimizing reaction steps waste generation. innovative allowed us to create a library of 4-selanylpyrazoles in good excellent yields. Furthermore, with slight changes protocol, we describe unprecedented 4,5-bis-selanylpyrazole. The selectivity new insertion organoselenium into core was demonstrated by several 1H 77Se NMR experiments.

Language: Английский

Synthesis of Functionalized Thioimidates from Thioamides and Arylboronic Acids via Copper-Catalyzed Cross-Coupling Reaction at Room Temperature DOI
Nitin Kumar, Sundaram Singh, Jeyakumar Kandasamy

et al.

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

Published: Feb. 19, 2025

Functionalized S-aryl thioimidates were synthesized from thioamides and arylboronic acids at room temperature under mild conditions. The reaction was catalyzed by copper(II) acetate in the presence of DBU an open atmosphere. A wide range functionalized aryl alkyl boronic chemo-selectively coupled with to obtain corresponding S-alkyl 64–80% yields. Room reactions, easy operation, broad substrate scope are salient features developed methodology.

Language: Английский

Citations

0
Sustainable Sulfonylation and Sulfenylation of Indoles with Thiols through Hexamolybdate/H2O2-Mediated Oxidative Dehydrogenation Coupling DOI
Zhibin Zhou, Hao Xu,

Jiaoxiong Li

et al.

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

Published: March 12, 2025

Arylsulfonylindole and arylsulfenylindole motifs stand as privileged scaffolds in drug discovery. Traditional methods for synthesizing these molecules have relied mainly on prefunctionalized precursors, involving multistep processes generating a large amount of waste. In this study, we present modular protocol the preparation 3-sulfonylindoles 3-sulfenylindoles using indoles thiols starting materials via hexamolybdate/H2O2-mediated oxidative dehydrogenative C–S coupling. Notably, method features simple reaction setup uses readily available sulfide source, H2O2 green oxidant oxygen alcohol solvent, recyclable hexamolybdate catalyst, water sole byproduct. These metrics are an acceptable organic synthesis process.

Language: Английский

Citations

0
Na₂ – Eosin Y – Photocatalyzed Cross Dehydrogenative C−S Coupling of Arylthiols with Indole Derivatives DOI
Trinadh Ballanki, Binduja kadamannil, Baby Viswambharan

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(5)

Published: Feb. 2, 2024

Abstract Herein, we have accomplished a simple visible light mediated protocol for the cross dehydrogenative coupling of arylthiols with indoles in excellent yields. Eosin Y disodium salt is used as photocatalyst generating arylsulfur radical under blue irradiation confirmed by quenching, scavenging and EPR studies. Among synthesized arylthioindoles, 5‐bromo‐3‐((4‐methoxyphenyl)thio)‐1H‐indole possess antibacterial properties. These 3‐arylthioindoles were further transformed into indolyl‐3‐arylsulfones indolyl‐3‐arylsulfoxides, potent class non‐nucleoside reverse transcriptase inhibitors against human immunodeficiency virus (HIV) type I.

Language: Английский

Citations

3
Iodine-Mediated C2,3–H Aminoheteroarylation of Indoles DOI

Maoyi Dai,

Yingying Zhang, Xiaoxiang Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(21), P. 15106 - 15117

Published: Oct. 21, 2023

A metal-free one-pot oxidative cross-dehydrogenation coupling reaction for the formation of C-N/C-C bonds at C2,3-positions indoles with azoles and quinoxalinones has been developed. The proposed method several notable features, including catalysis, use N-H free as substrates, ease operation, mild conditions, compatibility a wide range substrates.

Language: Английский

Citations

8
Potassium persulfate-glucose mediated synthesis of 3,3′-Bis(indolyl)methanes from arylacetic acid and indoles in water DOI
Harish K. Indurthi, Samarpita Das, Pallavi Saha

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1307, P. 137959 - 137959

Published: March 7, 2024

Language: Английский

Citations

1
Iodophor-Catalyzed Disulfenylation of Amino Naphthalenes with Aryl Sulfonyl Hydrazines DOI Creative Commons

Yutong Yuan,

Jing He,

Xiaowei Ma

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(11), P. 2411 - 2411

Published: May 21, 2024

An iodophor-catalyzed direct disulfenylation of amino naphthalenes with aryl sulfonyl hydrazines in water was developed. A series sulfides were obtained moderate to excellent yields. The advantages this green protocol the simple reaction conditions (metal-free, as solvent, under air), odorless and easily available sulfur reagent, broad substrate scope, gram-scale synthesis. Moreover, potential application exemplified by further transformations.

Language: Английский

Citations

1
Radical Reactions in Water DOI
Xiaoye Yu, Ying Zhang, Huan‐Ming Huang

et al.

Published: Nov. 8, 2024

The increasing popularity of water as an environmentally friendly solvent in organic synthesis underscores its pivotal role sustainable chemistry. In this chapter, we mainly focus on radical reactions using a reaction medium. literature review presented herein categorizes various studies based distinct catalytic modes and types, aiming to shed light both challenges opportunities burgeoning field.

Language: Английский

Citations

0
Potassium Persulfate Promoted the One-Pot and Selective Se-Functionalization of Pyrazoles under Acidic Conditions DOI Creative Commons
Thiago J. Peglow,

João Pedro S. S. C. Thomaz,

Luana S. Gomes

et al.

ACS Omega, Journal Year: 2024, Volume and Issue: 9(52), P. 51295 - 51305

Published: Dec. 17, 2024

Our research presents selective direct selenylation at the C-4 pyrazole ring using K2S2O8 as an oxidant under simple and mild conditions. This elegant synthesis involves one-pot method acidic conditions, thus minimizing reaction steps waste generation. innovative allowed us to create a library of 4-selanylpyrazoles in good excellent yields. Furthermore, with slight changes protocol, we describe unprecedented 4,5-bis-selanylpyrazole. The selectivity new insertion organoselenium into core was demonstrated by several 1H 77Se NMR experiments.

Language: Английский

Citations

0