Journal ArticleDOI
Directed ortho‐lithiation of chloroquinolines. Application to synthesis of 2,3‐disubstituted quinolines
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TLDR
In this article, 2, 3 and 4-Chloroquinolines were selectively lithiated at low temperature by lithium diisopropylamide at the more acidic C-3, C-4 and C-5 positions respectively.About:
This article is published in Journal of Heterocyclic Chemistry.The article was published on 2009-03-12. It has received 51 citations till now. The article focuses on the topics: Lithium diisopropylamide & Aldehyde.read more
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Book ChapterDOI
Directed Metalation of Pi-Deficient Azaaromatics: Strategies of Functionalization of Pyridines, Quinolines, and Diazines
TL;DR: In this article, the directed ortho metalation (DoM) reaction of pyridines, quinolines, pyrimidines and pyrazines has been extensively studied.
Journal ArticleDOI
Connection between metalation and cross-coupling strategies. A new convergent route to azacarbazoles.
P. Rocca,P. Rocca,Francis Marsais,Francis Marsais,A. Godard,A. Godard,Guy Quéguiner,Guy Quéguiner +7 more
TL;DR: New convergent synthesis of azacarbazoles through metalation, cross-coupling reaction and intramolecular substitution via (2-aminobenzene)boronic acid and ortho-fluoroiodopyridines as discussed by the authors.
Journal ArticleDOI
Asymmetric synthesis of camptothecin alkaloids: A nine-step synthesis of (S)-camptothecin
TL;DR: DE Ring camptothecin intermediate II was prepared enantioselectively from 2-chloro-6-hydroxypyridine in six steps and used in a nine-step synthesis of (S)-camptotcin this article.
Journal ArticleDOI
Synthesis and antiplasmodial activity of aminoalkylamino-substituted neocryptolepine derivatives.
Ibrahim El Sayed,Pieter Van der Veken,Koen Steert,Liene Dhooghe,Steven Hostyn,Gitte Van Baelen,Guy L. F. Lemiere,Bert U. W. Maes,Paul Cos,Louis Maes,Jurgen Joossens,Achiel Haemers,Luc Pieters,Koen Augustyns +13 more
TL;DR: A series of chloro- and aminoalkylamino-substituted neocryptolepine derivatives were synthesized and evaluated as antiplasmodial agents, finding the most efficient compounds showed antiplAsmodial activities in the nanomolar range.
Journal ArticleDOI
Intramolecular [2+2] Photocycloaddition of 3‐ and 4‐(But‐3‐enyl)oxyquinolones: Influence of the Alkene Substitution Pattern, Photophysical Studies, and Enantioselective Catalysis by a Chiral Sensitizer
Mark M. Maturi,Matthias Wenninger,Rafael Alonso,Andreas Bauer,Alexander Pöthig,Eberhardt Riedle,Thorsten Bach +6 more
TL;DR: The intramolecular [2+2] photocycloaddition of four 4-substituted quinolones and two 3-but-3-enyl)oxyquinolones showed higher enantioselectivities and, for the terminally Z- and E-subStituted substrates, an improved regio- and diastereoselectivity.
References
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Journal ArticleDOI
The Palladium-Catalyzed Cross-Coupling Reaction of Phenylboronic Acid with Haloarenes in the Presence of Bases
TL;DR: The transition metal-catalyzed reactions of organometallics with organic halides have been extensively studied to prove a new approach to selective formation of carbon-carbon bonds as mentioned in this paper.
Journal ArticleDOI
194. A synthesis of vitamin a from cyclohexanone
J. Attenburrow,A. F. B. Cameron,J. H. Chapman,R. M. Evans,B. A. Hems,A. B. A. Jansen,T. Walker +6 more
Journal ArticleDOI
Review on the metallation of π -deficient heteroaromatic compounds
Francis Marsais,Guy Quéguiner +1 more
TL;DR: In this article, the 3-fluoropyridine metallation regioselectivity was studied in terms of the thermodynamic control of the metallization process.
Journal ArticleDOI
A versatile new synthesis of quinolines and related fused pyridines. Part II.
TL;DR: The conversion of acetanilides to 2-chloroquinoline-3-aldehydes by Vilsmeier reagent proceeds efficiently in POCl3 solution at 75°.