Catalytic Arylation Methods

Author: Anthony J. Burke
Publisher: John Wiley & Sons
ISBN: 3527335188
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Due to its emphasis on efficient, "green" methods and industrial applications of the products concerned, this interdisciplinary text will be essential reading for synthetic chemists in both academia and industry, especially in medicinal and ...

Modern Arylation Methods

Author: Lutz Ackermann
Publisher: John Wiley & Sons
ISBN: 3527627332
Size: 57.91 MB
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The discovery and subsequent development of catalytic coupling methods using
aryl halides has revolutionized the approach to the synthesis of aromatic
compounds. Thus, it is possible to introduce structurally diverse alkyl chains via
the alkyl metal species, thereby significantly expanding the structural variation of
aromatic compounds [1]. The obvious advantages of these catalytic arylation
methods are: (i) the control of regioselectivities; (ii) the use of mild reaction
conditions; and (iii) ...

Iodine Chemistry And Applications

Author: Tatsuo Kaiho
Publisher: John Wiley & Sons
ISBN: 1118878655
Size: 34.82 MB
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The C2 arylated products were exclusively formed by the reaction of indoles, and
thereby the palladium-catalyzed method in indoles is complementary to the C3-
selective arylation using a copper catalyst (vide supra) [8]. In the same year, that
is, 2005, Daugulis and Zaitsev reported diphenyliodonium salt as one example
for pd(II)-catalyzed C(sp2)–H arylation of anilides [17]. The palladium-catalyzed
C−H activation/ arylation methods using diaryliodonium salts have also been
applied ...

Science Of Synthesis Cross Coupling And Heck Type Reactions Vol 3

Author:
Publisher: Georg Thieme Verlag
ISBN: 313179111X
Size: 39.83 MB
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The best methods for the formation of biaryl C—C bonds (e.g., in biaryls 9) via CH
arylation are mediated by palladium catalysts. For intermolecular processes, a
strong preference for the arylation of aryl bromides has been observed. The
optimal catalytic conditions involve a 1:1 ratio of a palladium(II) catalyst and a
phosphine ligand, a carbonate base, and a catalytic amount of 2,2-
dimethylpropanoic acid (pivalic acid), which facilitates the CH palladation step (
▷Scheme 2).[22,23] The ...

Science Of Synthesis Houben Weyl Methods Of Molecular Transformations Vol 40a

Author:
Publisher: Georg Thieme Verlag
ISBN: 3131783613
Size: 11.25 MB
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40.1.1.3.3.4.3 Variation 3: Enantioselective Catalytic Cycloaddition Reactions of
Alkylated and Arylated Imines The first attempts at enantioselective
cycloadditions of imines were made by using arylated imines 60 and the electron
-rich diene 25 (▷Scheme 18) in the presence of stoichiometric amounts of Lewis
acids based on chiral boron reagents derived from 1,1 ́- binaphtha-lene-2,2 ́-diol
(62; X = OH; Y= Z = H).[42-45] Similar chiral catalysts can be used for
diastereoselective ...

Discovery Optimization And Mechanisms Of New Transformations Proceeding Via Catalytic Carbon Hydrogen Bond Activation

Author: Jared Crawford Lewis
Publisher:
ISBN:
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Essential to the success of this method is the use of Z-1-tert-butyl-2,3,6,
7tetrahydrophosphepine, which coordinates to Rh in a bidentate P-olefin fashion
to provide a highly active yet thermally stable arylation catalyst. Only a slight
excess of this readily prepared, low molecular weight ligand is required relative
to Rh to generate the active catalyst. The reactions can be assembled outside of
a glove box using commercial materials if the tetrafluoroborate salt of the
phosphine is used.

Multicatalyst System In Asymmetric Catalysis

Author: Jian Zhou
Publisher: John Wiley & Sons
ISBN: 1118846931
Size: 53.84 MB
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490 CATALYSIS FACILITATED BY PHOTOCHEMICAL OR ELECTROCHEMICAL
METHODS SCHEME 7.14 Asymmetric direct β-arylation of cyclohexenone. In
2013, with the assistance of UV irradiation to isomerize the (E)-alkenes, Rueping
et al. developed a highly efficient chiral phosphoric acid 76m catalyzed synthesis
of chiral 4H-chromenes 233e in 69% yield and 94% ee from readily available
chalcones (Eq. 1, Scheme 7.16) [30]. Without either UV light or phosphoric acid, ...

Science Of Synthesis Catalytic Transformations Via C H Activation

Author:
Publisher: Georg Thieme Verlag
ISBN: 3131766816
Size: 51.91 MB
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Keywords: arylation • biaryls • C—C bond formation • C—H activation •
dihydroimidazoles • dihydrooxazoles • imidazoles • pyrazoles • pyridines •
ruthenium(II) catalysis • tetrazoles • triazoles P. K. Dornan and V. M. Dong This
chapter covers methods for the vinylation of non-heteroaromatic arene C—H
bonds with palladium catalysts. Both oxidative methods (dehydrogenative
coupling of an arene with an alkene) and direct arylation methods (coupling of an
arene with a vinyl halide or ...

Science Of Synthesis Houben Weyl Methods Of Molecular Transformations Vol 16

Author:
Publisher: Georg Thieme Verlag
ISBN: 3131780711
Size: 70.56 MB
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[204] Arylboronic acids are also effective for arylation; in this case most reactions
are notably improved by the use of the binuclear catalyst diacetoxy[1,1′-bis(
diphenylphosphino)ferrocene]palladium [Pd(OAc)2(dppf)].[337] The coupling
with arylboronic acids has occasionally been applied to the construction
ofarylpyrazines with a few substituents on the phenyl group.[269,338] A classical
method for alkylation involves the cross-coupling reaction between a
halopyrazine and a ...

A Handbook Of Derivatives For Mass Spectrometry

Author: Vladimir Zaikin
Publisher: IM Publications
ISBN: 1901019098
Size: 20.46 MB
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(arylation). 3.1. Introduction. In the foregoing Chapters 1 and 2 (and also
reviews1,2) two common derivatisation methods, namely silylation and acylation,
used to modify the physico–chemical and mass spectral properties of a variety of
polar compounds were ... For example, alkylation of weakly acidic groups (
alcoholic OH, SH or amide) requires acidic catalysts, whereas the alkylation of
acidic OH groups (phenols, carboxylic acids) proceeds in the presence of basic
catalysts.