Thermal vs. Visible-Light Photoredox-Catalyzed Cascade Radical Cyclization Involving SO2 Fixation to Access 6-Alkylsulfonylmethyl Phenanthridines DOI Creative Commons
Tonish Kumar Sahu,

Abhay Kumar Vishwakarma,

V. Satish Kumar

и другие.

Опубликована: Дек. 22, 2023

Convenient access to 6-alkylsulfonylmethyl phenanthridines has been demonstrated both under thermal and visible-light photoredox-catalyzed conditions. A cascade of radical cyclization is triggered on exposure biphenyl vinyl azides the in-situ generated alkyl sulfonyl radicals from 4-substituted Hanztsch esters in presence an SO2 surrogate. Transition metal-free, mild reaction conditions, broad substrate scope constitute some highlights approach. Also, synthetic utility accessed demonstrated.

Язык: Английский

Photocatalytic synthesis of dual acylmethylation derivates of indole[2,1-a]isoquinolinones via tandem cyclization/C3 acyl methylation DOI
Zongbo Xie, Wenli Li, Weiwei Zhang

и другие.

Molecular Catalysis, Год журнала: 2025, Номер 580, С. 115058 - 115058

Опубликована: Апрель 15, 2025

Язык: Английский

Процитировано

1

Oxidant-Assisted Sulfonylation/Cyclization Cascade Synthesis of Alkylsulfonylated Oxindoles via the Insertion of SO2 DOI
Long‐Jin Zhong, Hui Chen, Xuan Shang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(8), С. 5409 - 5422

Опубликована: Апрель 2, 2024

An oxidant-assisted tandem sulfonylation/cyclization of electron-deficient alkenes with 4-alkyl-substituted Hantzsch esters and Na2S2O5 for the preparation 3-alkylsulfonylated oxindoles under mild conditions in absence a photocatalyst transition metal catalyst is established. The mechanism studies show that alkyl radicals, which come from cleavage C–C bond 4-substituted oxidant conditions, subsequently undergo situ insertion sulfur dioxide to generate crucial alkylsulfonyl radical intermediates. This three-component reaction provides an efficient facile route construction alkylsulfonylated avoids use highly toxic chlorides or hydrazines as sources.

Язык: Английский

Процитировано

5

Recent advances in the synthesis of benzimidazolo[2,1-a]isoquinoline-6(5H)-one derivatives from N-methylacryloyl-2-arylbenzimidazoles DOI

Qinggang Mei,

Qinghan Li

Tetrahedron, Год журнала: 2024, Номер 160, С. 134050 - 134050

Опубликована: Май 25, 2024

Язык: Английский

Процитировано

4

Visible-light-induced photocatalyst-free cascade cyclization of 3-(2-(ethynyl)phenyl)quinazolinones to sulfonated quinolino[2,1-b]quinazolinones DOI

Fan‐Lin Zeng,

Lili Wang,

Yuxin Luo

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(56), С. 7228 - 7231

Опубликована: Янв. 1, 2024

A visible-light-induced K 2 S O 8 -promoted cascade sulfonation/cyclization reaction to afford a series of sulfonated quinolino[2,1- b ]quinazolinones has been developed under mild conditions.

Язык: Английский

Процитировано

4

Thermal vs. Visible‐Light Photoredox‐Catalyzed Cascade Radical Cyclization Involving SO2 Fixation to Access 6‐Alkylsulfonylmethyl Phenanthridines DOI
Tonish Kumar Sahu,

Abhaykumar Vishwakarma,

V. Satish Kumar

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(5)

Опубликована: Март 5, 2024

Abstract Convenient access to 6‐alkylsulfonylmethyl phenanthridines has been demonstrated both under non‐catalytic thermal and visible‐light photoredox‐catalyzed conditions. A cascade of radical cyclization is triggered by the exposure biphenyl vinyl azides in‐situ generated alkyl sulfonyl radicals from 4‐substituted Hanztsch esters in presence an SO 2 surrogate. Transition metal‐free, mild reaction conditions, broad substrate scope constitute some highlights approach. Also, synthetic utility accessed demonstrated.

Язык: Английский

Процитировано

3

Visible-light-induced radical-cascade alkylation/cyclization of acrylamides: Access to 3,3-dialkylated oxindoles DOI
Pengyuan Yang, Lili Wang, Yan Meng

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A visible-light-induced deoxygenative alkylation/cyclization of acrylamides with alcohols activated by CS 2 has been developed using xanthate salts as alkyl radical precursors in the presence tricyclohexylphosphine.

Язык: Английский

Процитировано

0

Photocatalytic Three-Component Radical Sulfonarylation of Alkenes: Preparation of γ-Keto-Sulfone-Substituted Oxindoles DOI
Fei Chen,

Jun-Ya Guo,

Yunhong Jia

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 16, 2025

A photocatalytic radical sulfonarylation of N-arylacrylamides via a three-component cascade cyclopropyl alcohol ring opening/sulfur dioxide insertion/sulfonyl addition/cyclization sequence has been developed. This method employs alcohols as the precursors β-carbonyl alkyl radicals and Na2S2O5 cheap source sulfur dioxide. By using this procedure, wide variety γ-keto-sulfone-substituted oxindoles were facilely synthesized.

Язык: Английский

Процитировано

0

Electrochemical oxidative monofluoromethylation of N-acryl-2-aryl benzimidazoles: access to CFH 2 -containing benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives DOI

Guojie Yin,

Canli Zhang,

Qiong Liu

и другие.

Synthetic Communications, Год журнала: 2025, Номер unknown, С. 1 - 11

Опубликована: Апрель 21, 2025

Язык: Английский

Процитировано

0

A rapid access to fused polycyclic indolo[2,1-a]isoquinolins via Pd-catalyzed sequential Heck /C-H activation/amination reaction with diaziridinone DOI
Junhua Li, Yu Fu, Yian Shi

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 111376 - 111376

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Unified Approach to Diverse Heterocyclic Synthesis: Organo-Photocatalyzed Carboacylation of Alkenes and Alkynes from Feedstock Aldehydes and Alcohols DOI
Vishal Jyoti Roy, Neha Dagar, Swagata Choudhury

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(21), С. 15374 - 15388

Опубликована: Окт. 23, 2023

We report an organo-photocatalyzed carboacylation reaction that offers a springboard to create chemical complexity in diversity-driven approach. The modular one-pot method uses feedstock aldehydes and alcohols as acyl surrogates commercially available Eosin Y the photoredox catalyst, making it simple affordable introduce structural diversity. Several biologically relevant skeletons have been easily synthesized under mild conditions presence of visible light irradiation by fostering radical acylation/cyclization cascade. proposed mechanism was further illuminated number spectroscopic studies. Furthermore, we applied this protocol for late-stage functionalization pharmaceuticals blockbuster drugs.

Язык: Английский

Процитировано

4