Matsuda-Heck arylation of itaconates: a versatile approach to heterocycles from a renewable resource

2021 ◽  
Author(s):  
Andreas Krause ◽  
Eric Sperlich ◽  
Bernd Schmidt
Keyword(s):  
Itaconic Acid ◽  
Renewable Resource ◽  
Diazonium Salts ◽  
Coupling Reactions ◽  
Heck Arylation ◽  
Acid Esters

Itaconic acid esters and hemiesters undergo Pd-catalyzed coupling reactions with arene diazonium salts in high to excellent yields. The coupling products of ortho-nitro arene diazonium salts can be converted in...

SYNTHESES OF A NEW CLASS OF DYES-COUPLING REACTIONS OF DIAZONIUM SALTS WITH 2- AND 3-ALKOXY-1,6-METHANO-[10]-ANNULENES

1983 ◽  
Vol 12 (5) ◽  
pp. 653-656 ◽  
Author(s):  
Richard Neidlein ◽  
Christoph Martin Radke ◽  
Reiner Gottfried
Keyword(s):  
Diazonium Salts ◽  
Coupling Reactions ◽  
New Class

ChemInform Abstract: Non-Catalyzed Reaction of Diazonium Salts with Acrylic and Methacrylic Acid Esters in the Presence of N,N-Diethyldithiocarbamic Acid Salts.

ChemInform ◽  
1990 ◽  
Vol 21 (43) ◽  
Author(s):  
B. D. GRISHCHUK ◽  
P. M. GORBOVOI ◽  
L. P. SVIDERSKAYA ◽  
A. A. DYACHUK ◽  
V. P. TIKHONOV ◽  
...  
Keyword(s):  
Methacrylic Acid ◽  
Diazonium Salts ◽  
Diethyldithiocarbamic Acid ◽  
Acid Esters ◽  
Acid Salts

Renewable resource-based elastomer nanocomposite derived from myrcene, ethanol, itaconic acid and nanosilica: Design, preparation and properties

2018 ◽  
Vol 106 ◽  
pp. 1-8 ◽  
Author(s):  
Weiwei Lei ◽  
Xixi Yang ◽  
He Qiao ◽  
Dean Shi ◽  
Runguo Wang ◽  
...  
Keyword(s):  
Itaconic Acid ◽  
Renewable Resource

A simple catalytic system based on PdCl2(CH3CN)2 in water for cross-coupling reactions using diazonium salts

Tetrahedron ◽  
2013 ◽  
Vol 69 (46) ◽  
pp. 9761-9765 ◽  
Author(s):  
Ouissam El Bakouri ◽  
Martí Fernández ◽  
Sandra Brun ◽  
Anna Pla-Quintana ◽  
Anna Roglans
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Diazonium Salts ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Kupplungsreaktionen von Diazoniumsalzen mit 3-tert-Butoxy- 1,6-methano[10]annulen und Röntgenstrukturanalyse eines Vertreters /Coupling Reactions of Diazonium Salts with 3-tert-Butoxy-1,6-methano[10]annulene and X-Ray Structure Analysis of one Compound

1985 ◽  
Vol 40 (2) ◽  
pp. 193-198 ◽  
Author(s):  
Richard Neidlein ◽  
Reiner Gottfried ◽  
Alfred Gieren ◽  
Carsten-P. Kaerlein ◽  
Thomas Hübner
Keyword(s):  
Structure Analysis ◽  
Spectroscopic Properties ◽  
Diazonium Salts ◽  
Coupling Reactions ◽  
X Ray

Abstract The syntheses of 5a-c by coupling reactions of 3-tert-butoxy-1,6-methano[10]annulene with different aryldiazonium salts as well as their spectroscopic properties are described; an X-ray structure analysis of 5c is reported.

scholarly journals Palladium-catalyzed C–N and C–O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols

2012 ◽  
Vol 8 ◽  
pp. 2004-2018 ◽  
Author(s):  
Rajendra Surasani ◽  
Dipak Kalita ◽  
A V Dhanunjaya Rao ◽  
K B Chandrasekhar
Keyword(s):  
Amino Acid ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Acid Esters ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Acid Esters

Simple and efficient procedures for palladium-catalyzed cross-coupling reactions of N-substituted 4-bromo-7-azaindole (1H-pyrrole[2,3-b]pyridine), with amides, amines, amino acid esters and phenols through C–N and C–O bond formation have been developed. The C–N cross-coupling reaction of amides, amines and amino acid esters takes place rapidly by using the combination of Xantphos, Cs2CO3, dioxane and palladium catalyst precursors Pd(OAc)2/Pd2(dba)3. The combination of Pd(OAc)2, Xantphos, K2CO3 and dioxane was found to be crucial for the C–O cross-coupling reaction. This is the first report on coupling of amides, amino acid esters and phenols with N-protected 4-bromo-7-azaindole derivatives.

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