Silyl radical initiated radical cascade addition/cyclization: synthesis of silyl functionalized 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-ones

Literature Information

Publication Date 2018-11-21
DOI 10.1039/C8OB02670J
Impact Factor 3.876
Authors

Chen Zhang, Junxia Pi, Lei Wang, Ping Liu, Peipei Sun


View Original

Abstract

A cyclization cascade initiated by the addition of a silyl radical to an electron-deficient carbon–carbon double bond of N-arylacrylamides, followed by intramolecular cyano group insertion and homolytic aromatic substitution has been reported. In the presence of di-lauroyl peroxide (LPO), under metal-free conditions, several readily available hydrosilanes were successfully used as the source of silyl radicals and a series of silyl functionalized 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-ones were obtained in moderate to good yields.

Related Literature

SO3 formation from the X-ray photolysis of SO2 astrophysical ice analogues: FTIR spectroscopy and thermodynamic investigations

Víctor de Souza Bonfim, Roberto Barbosa de Castilho, Leonardo Baptista

2017-09-19 Paper

DOI: 10.1039/C7CP03679E

Melting kinetics of superheated crystals of glucose and fructose

Tatsiana Liavitskaya, Lily Birx, Sergey Vyazovkin

2017-09-19 Paper

DOI: 10.1039/C7CP05486F

Self-assembly of diphenylalanine with preclick components as capping groups

Andrea Gemma, Gema Ballano, Juan Torras, Ana I. Jiménez, Carlos Cativiela

2017-09-11 Paper

DOI: 10.1039/C7CP03792A

Relativistic effects at the Cu2O2 core – a density functional theory study

Matthias Witte, Sonja Herres-Pawlis

2017-09-18 Paper

DOI: 10.1039/C7CP04686C

Theoretical study on geometric, electronic and catalytic performances of Fe dopant pairs in graphene

Yanan Tang, Huadou Chai, Weiguang Chen, Xiao Cui, Yaqiang Ma, Mingyu Zhao

2017-09-08 Paper

DOI: 10.1039/C7CP05683D

Formation of titanium dioxide core–shell microcapsules through a binary-phase spray technique

Jonatan Bergek, Björn Elgh, Anders E. C. Palmqvist, Lars Nordstierna

2017-07-31 Paper

DOI: 10.1039/C7CP02571H

Swelling of micro-hydrogels with a crosslinker gradient

Niels Boon, Peter Schurtenberger

2017-06-06 Paper

DOI: 10.1039/C7CP02434G

DNA protection by ectoine from ionizing radiation: molecular mechanisms

Maria-Astrid Schröter, Hans-Jörg Kunte, Tihomir Solomun

2017-08-31 Paper

DOI: 10.1039/C7CP02860A

Probing the solvation structure and dynamics in ionic liquids by time-resolved infrared spectroscopy of 4-(dimethylamino)benzonitrile

Rômulo A. Ando, Samantha E. Brown-Xu, Lisa N. Q. Nguyen, Terry L. Gustafson

2017-09-04 Paper

DOI: 10.1039/C7CP04961G

Using a chitosan nanolayer as an efficient pH buffer to protect pH-sensitive supramolecular assemblies

D. V. Andreeva, A. Kollath, D. V. Sviridov, B. J. Cafferty, H. Möhwald

2017-07-04 Paper

DOI: 10.1039/C7CP02618H

You might also like

Compound Q&A

What is 3-Fluoro-2-methylbenzylamine (CAS: 771573-36-5)?

3-Fluoro-2-methylbenzylamine is an organic compound with the CAS number 771573-3...

771573-36-53-Fluoro-2-methylben...
Compound Q&A

Is Tert-butyl 2-(oxetan-3-ylidene)acetate (CAS: 1207175-03-8) safe?

Tert-butyl 2-(oxetan-3-ylidene)acetate is considered safe for its intended uses ...

1207175-03-8Tert-butyl 2-(oxetan...
Compound Q&A

What precautions should be taken when handling 4-Acetyl-2-fluorobenzonitrile (CAS: 214760-18-6)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab co...

214760-18-64-Acetyl-2-fluoroben...
Compound Q&A

How is 2-Ethyl-4-methyl-1,3-thiazole (CAS: 15679-12-6) typically synthesized?

2-Ethyl-4-methyl-1,3-thiazole is commonly synthesized via the reaction of thiour...

15679-12-62-Ethyl-4-methyl-1,3...
Compound Q&A

How should 5',5''-([2,2'-Bithiophene]-5,5'-diyl)bis(([1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid)) (CAS: 1227780-71-3) be stored?

This compound should be stored in a cool, dry place away from direct sunlight an...

1227780-71-35',5''''-([2,2'-Bith...
Compound Q&A

What regulatory guidelines apply to L-Lysine Acetate Salt (CAS: 52315-92-1)?

L-Lysine Acetate Salt (CAS: 52315-92-1) is subject to various regulatory guideli...

52315-92-1L-LYSINE ACETATE SAL...
Compound Q&A

Is 6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) safe?

6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) is generally conside...

259793-96-96-Fluoro-3-hydroxy-2...
Compound Q&A

What are the physical and chemical properties of 1,1'-Sulfonylbis(1H-imidazole) (CAS: 7189-69-7)?

1,1'-Sulfonylbis(1H-imidazole) is a crystalline solid with a molecular weight of...

7189-69-71,1'-Sulfonylbis(1H-...
Compound Q&A

What industries use 4-methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5)?

4-Methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5) is primarily used i...

289483-82-54-methyl-7-nitro-1H-...
Compound Q&A

How should waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) be handled?

Waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) should be ...

97753-82-75-Bromo-3-indolyl-be...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.