Journal ArticleDOI
Synthesis of neoflavones by Suzuki arylation of 4-substituted coumarins
TLDR
Palladium-catalysed coupling of the 4-chloro- or 4-bromo-coumarins 1–4 with arylboronic acids 5–13 under the Suzuki reaction conditions constitutes an efficient access to 4-arylcou marins.Abstract:
Palladium-catalysed coupling of the 4-chloro- or 4-bromo-coumarins 1–4 with arylboronic acids 5–13 under the Suzuki reaction conditions constitutes an efficient access to 4-arylcoumarins. These 4-arylcoumarins can also be obtained in good yields (70–97%) by treatment of 4-trifluoromethyl-sulfonyloxycoumarins 35–38 with arylboronic acids under modified Suzuki reaction conditions, involving the use of copper(I) iodide as a co-catalyst.read more
Citations
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Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995–1998
TL;DR: The palladium-catalyzed cross-coupling reaction between organoboron compounds and organic halides or triflates provides a powerful and general methodology for the formation of carbon-carbon bonds as discussed by the authors.
Journal ArticleDOI
Transmetalation of Unsaturated Carbon Nucleophiles from Boron-Containing Species to the Mid to Late d-Block Metals of Relevance to Catalytic C−X Coupling Reactions (X = C, F, N, O, Pb, S, Se, Te)
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Single‐Compound Libraries of Organic Materials: Parallel Synthesis and Screening of Fluorescent Dyes
Journal ArticleDOI
A General Solution for the 2‐Pyridyl Problem
TL;DR: Problem solved: an air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades.
Journal ArticleDOI
Synthesis and biological evaluation of 4-arylcoumarin analogues of combretastatins. Part 2.
Sebastien Combes,Pascale Barbier,Soazig Douillard,Anne McLeer-Florin,Véronique Bourgarel-Rey,Jean-Thomas Pierson,Alexey Yu. Fedorov,Jean-Pierre Finet,Jean Boutonnat,Vincent Peyrot +9 more
TL;DR: All compounds were found to potently inhibit in vitro microtubule formation via a substoichiometric mode of action for the most part and a potent activity against HBL100 cell line was indicated.
References
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Journal ArticleDOI
Palladium-catalyzed cross-coupling reactions of organoboron compounds
Norio Miyaura,Akira Suzuki +1 more
TL;DR: In this paper, a cross-coupling reaction is proposed for coupling 1 -Alkenylboron Derivatives: Synthesis of Conjugated Dienes 6.
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On the Nature of the "Copper Effect" in the Stille Cross-Coupling
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Highly Efficient and Accelerated Suzuki Aryl Couplings Mediated by Phosphine-Free Palladium Sources
Thomas I. Wallow,Bruce M. Novak +1 more
TL;DR: The phosphine-free methodology appears to be generally applicable; cross-couplings of aryl iodides yielding biaryls 6 and 7 proceed without noticeable steric or electronic effects.
Journal ArticleDOI
A general synthesis of 5-arylnicotinates
Wayne J. Thompson,John Gaudino +1 more
TL;DR: In this paper, Ullmann showed that bromo-5 nicotinates de methyle (A) et d'aryl dihydroxy boranes (D) can be converted to Bromo 1 nitro-3 benzene.
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Novel synthesis of isoflavones by the palladium-catalyzed cross-coupling reaction of 3-bromochromones with arylboronic acids or its esters.
TL;DR: In this article, the synthesis of isoflavone derivatives by means of palladium-catalyzed cross-coupling reaction between 3-bromochromones and arylboronic acids or its butyl esters is described.