Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis
Literature Information
Publication Date
2017-12-04
DOI
10.1039/C7OB02804K
Impact Factor
3.876
Authors
Xu Liu, Zhongjie Wu, Zeguo Zhang, Ping Liu, Peipei Sun
View Original
Abstract
In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced trifluoroalkyl or difluoroalkyl phenanthridine derivatives in moderate to good yields. Three easily available fluoroalkylated reagents CF3SO2Cl, BrCF2CO2Et and BrCF2PO(OEt)2 were used as the sources of fluorinated radicals.
Recommended Journals
Acta Materialia
Organic Process Research & Development
Russian Chemical Bulletin
New Journal of Chemistry
Chemistry Education Research and Practice
Russian Journal of Organic Chemistry
Current Opinion in Colloid & Interface Science
Russian Journal of Coordination Chemistry
Russian Journal of General Chemistry
Current Opinion in Solid State & Materials Science
Related Literature
Covalent bond orders and atomic anisotropies from iterated stockholder atoms
Richard J. Wheatley, Angelica A. Gopal
2011-12-14
Paper
DOI: 10.1039/C2CP23504H
Computational study of methyl group dynamics in the hydroquinoneclathrate of acetonitrile
Alexandra Nemkevich, Ben Corry, Mark A. Spackman
2011-12-06
Communication
DOI: 10.1039/C2CP23384C
Losartan's affinity to fluid bilayers modulates lipid–cholesterol interactions
P. Zoumpoulakis, G. Pabst, T. Mavromoustakos, M. Rappolt
2012-02-17
Paper
DOI: 10.1039/C2CP40134G
Reversible formation of a PdCx phase in Pd nanoparticles upon CO and O2 exposure
Olivier Balmes, Andrea Resta, Didier Wermeille, Roberto Felici, Maria E. Messing, Knut Deppert, Zhi Liu, Michael E. Grass, Hendrik Bluhm, Richard van Rijn, Joost W. M. Frenken, Rasmus Westerström, Sara Blomberg, Johan Gustafson, Jesper N. Andersen, Edvin Lundgren
2012-02-24
Paper
DOI: 10.1039/C2CP22873D
Mode specific photodissociation of CS2+via the A2Πu state: a time-sliced velocity map imaging study
Jialin Li, Qun Zhang, Yang Chen, Cunshun Huang, Xueming Yang
2012-01-16
Paper
DOI: 10.1039/C2CP22385F
The natural DNA bending angle in the lac repressor headpiece–O1 operator complex is determined by protein–DNA contacts and water release
Daniel Barr, Arjan van der Vaart
2011-12-09
Paper
DOI: 10.1039/C2CP23780F
Optically probing nanoemulsion compositions
Xiaoming Zhu, Michael M. Fryd, Jung-Ren Huang
2012-01-16
Paper
DOI: 10.1039/C2CP23007K
Macromolecular architectures for organic photovoltaics
Bhooshan C. Popere, Andrea M. Della Pelle, Ambata Poe, S. Thayumanavan
2012-01-11
Perspective
DOI: 10.1039/C2CP23422J
Tuning the band gaps and work functions via topology and carbon concentration: a first-principles investigation of Cx(BN)y compounds
Haitao Yu, Hongxing Zhang, Honggang Fu
2012-02-02
Paper
DOI: 10.1039/C2CP23964G
Exploring microsolvation of the anesthetic propofol
Iker Leon, Emilio J. Cocinero, Judith Millán, Sander Jaeqx, Alberto Lesarri, Fernando Castaño, José A. Fernández
2012-01-17
Paper
DOI: 10.1039/C2CP23583H
You might also like
Compound Q&A
What are the main uses of (3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8)?
(3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8) is primari...
79066-03-8(3.beta.)-3-Hydroxy-...
Compound Q&A
What regulatory guidelines apply to 5-(aminomethyl)-2-methoxyphenol (CAS: 89702-89-6)?
5-(Aminomethyl)-2-methoxyphenol (CAS: 89702-89-6) is classified under GHS as a s...
89702-89-65-(aminomethyl)-2-me...
Compound Q&A
What is Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7)?
Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7) is a heterocyclic organic compo...
28981-13-7Thieno[2,3-c]pyridin...
Compound Q&A
Is 1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride (CAS: 1185311-28-7) safe?
1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride is generally ...
1185311-28-71-[(6-Methoxy-3-pyri...
Compound Q&A
What regulatory guidelines apply to [(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2)?
[(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2) is regulated und...
146404-58-2[(2E)-3-Phenyl-2-pro...
Compound Q&A
What regulatory guidelines apply to 6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7)?
6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7) falls under the scope of the Glob...
1620515-86-76-Bromo-7-methoxyqui...
Compound Q&A
What industries use (2R)-1-(1-Benzofuran-2-yl)-N-propyl-2-pentanamine (CAS: 260550-89-8)?
This compound is primarily used in the pharmaceutical industry for the developme...
260550-89-8(2R)-1-(1-Benzofuran...
Compound Q&A
What are the main uses of 1-Ethyl-7-[2-methyl-6-(4H-1,2,4-triazol-3-yl)-3-pyridinyl]-3,5-dihydropyrazino[2,3-b]pyrazin-2(1H)-one (CAS: 1228013-15-7)?
1-Ethyl-7-[2-methyl-6-(4H-1,2,4-triazol-3-yl)-3-pyridinyl]-3,5-dihydropyrazino[2...
1228013-15-71-Ethyl-7-[2-methyl-...
Compound Q&A
Are there alternatives to {5-(Acryloylamino)-2-[(dimethylamino)methyl]phenyl}boronic acid (CAS: 1217500-78-1) in synthesis?
Alternative reagents such as 2-[(dimethylamino)methyl]phenylboronic acid or rela...
1217500-78-1{5-(Acryloylamino)-2...
Compound Q&A
What is 3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2)?
3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2) is an organic compound with the...
310881-48-23-(Piperidin-4-yloxy...
Source Journal
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
![Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]- structure](https://static.chemtradehub.com/structs/661/66116-82-3-863e.webp "Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]- structure")
Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]-
CAS Number:
66116-82-3
Molecular Formula:
C7H7ClN2OS
1-(3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-b-D-arabinofuranosyl)thymine
CAS Number:
97614-47-6
Molecular Formula:
C24H21FN2O7
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.