A new synthesis of indolo[2,3-b]quinolines from 3-acetyl-N-alkyl-2-chloroindoles with 2-aminobenzophenone DOI Creative Commons

Hong Zhang,

Yunhe Jiang,

Xiao‐Xue Sun

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(42), P. 30707 - 30712

Published: Jan. 1, 2024

A new synthesis of N -alkyl- and 11-phenyl-modified indolo[2,3- b ]quinolines was achieved via PEG-400-promoted visible light-induced one-step reaction 3-acetyl- -alkyl-2-chloroindoles with 2-aminobenzophenone in 40% methanol aqueous solution.

Language: Английский

Sustainable Synthesis through Catalyst‐Free Photoinduced Cascaded Bond Formation DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(14)

Published: May 8, 2024

The beginning of photochemical reactions revolutionized synthetic chemistry through sustainable practices. This review explores cutting-edge developments in leveraging light-induced processes for generating cascaded C-C and C-hetero bonds without catalysts. Significantly, catalyst-free photoinduced methodologies have garnered considerable attention, especially the creation varied heterocyclic frameworks drug design synthesis natural products. article delves into underlying mechanisms, addresses limitations, evaluates various methodologies, emphasizing potential photocatalyst transition metal-free to enhance sustainability. Divided two sections, it covers recent strides C-heteroatom multiple bond formation reactions.

Language: Английский

Citations

4
Identification of sulfonylated indolo[1,2-a]quinolines as EGFR tyrosine kinase inhibitors DOI Creative Commons

Jongkonporn Phetcharawetch,

Thikhamporn Uppalabat,

Natthapat Sawektreeratana

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3139 - 3146

Published: Jan. 1, 2025

A potential EGFR-TK inhibitor, 7-methyl-6-phenyl-5-tosylindolo[1,2- a ]quinoline (IQSO2R-I), is reported. It as potent afatinib in A549 cells, with slightly lower toxicity Vero cells.

Language: Английский

Citations

0
Photocatalyzed Annulation‐Biselenylation of Enynone with Diarylselenides toward Biselenium‐Substituted 1‐Indanones under Metal‐ and Photosensitizer‐Free Conditions DOI
Hang‐Dong Zuo,

Huafeng Yan,

Yuting Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 17, 2025

Comprehensive Summary A practical photocatalytic annulation‐biselenylation strategy has been developed for the efficient synthesis of biselenium‐substituted 1‐indanones (38 examples in total) with generally good yields (up to 95%) and excellent stereoselectivity (>19 : 1 Z / E ratio) by employing enynones diaryl selenides as starting materials under photosensitizer‐free conditions. The reaction mechanism involves a cascade process comprising homolytic cleavage, radical addition, 5‐ exo ‐ dig cyclization, capture, enabling sequential formation multiple bonds, such C(sp 3 )‐Se, )‐C(sp 2 ), )‐Se rapidly construct molecular complexity. Notably, this approach demonstrates wide substrate compatibility tolerability towards various functional groups. It is further characterized its remarkable efficiency creating chemical bonds achieving high atomic utilization 100%.

Language: Английский

Citations

0
One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a]quinolin‐5(6H)‐ones from 1‐(2‐Ethynylphenyl)‐1H‐indoles DOI Creative Commons
Elisa Brambilla,

Mariaclara Gugiatti,

Silvia Rizzato

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(23)

Published: March 13, 2024

Abstract We present a method for the synthesis of substituted indolo[1,2‐ ]quinoline‐5(6 H )‐ones starting from 1‐(2‐ethynylphenyl)‐1 ‐indoles. The transformation involves gold‐catalyzed oxidation triple bond followed by acid‐promoted intramolecular cyclization at indole C2 position. Demonstrating noteworthy versatility, reaction tolerates wide array substituents on core and proceeds in good to excellent yields (up 93 %).

Language: Английский

Citations

2
A new synthesis of indolo[2,3-b]quinolines from 3-acetyl-N-alkyl-2-chloroindoles with 2-aminobenzophenone DOI Creative Commons

Hong Zhang,

Yunhe Jiang,

Xiao‐Xue Sun

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(42), P. 30707 - 30712

Published: Jan. 1, 2024

A new synthesis of N -alkyl- and 11-phenyl-modified indolo[2,3- b ]quinolines was achieved via PEG-400-promoted visible light-induced one-step reaction 3-acetyl- -alkyl-2-chloroindoles with 2-aminobenzophenone in 40% methanol aqueous solution.

Language: Английский

Citations

0