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Carbon-Heteroatom Bond Forming Reactions: Grignard Reaction, Diazonium Compound, Knorr Pyrrole Synthesis, Ullmann Condensation
Paperback. Books LLC 2010-05-03.
ISBN 9781155333793
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Förlagets beskrivning
Purchase includes free access to book updates online and a free trial membership in the publisher's book club where you can select from more than a million books without charge. Chapters: Grignard Reaction, Diazonium Compound, Knorr Pyrrole Synthesis, Ullmann Condensation, Oxymercuration Reaction, Williamson Ether Synthesis, Bartoli Indole Synthesis, Esterification, Haloform Reaction, Leimgruber-Batcho Indole Synthesis, Boudouard Reaction, Schotten-baumann Reaction, Yamaguchi Esterification, Azo Coupling, Nenitzescu Indole Synthesis, Reed Reaction. Excerpt: An azo coupling is an organic reaction between a diazonium compound and a ], phenol or other aromatic compound which produces an azo compound . In this reaction the diazonium salt is an electrophile and the activated arene is a nucleophile in an electrophilic aromatic substitution . In most cases, including the example below, the diazonium compound is also aromatic. The product will absorb longer wavelengths of light than the reactants because of increased conjugation . Aromatic azo compounds tend to be brightly colored due to the extended conjugated systems; many are used as dyes. Azo couplings are important in the production of dyes and pH indicators such as methyl red and pigment red 170 . Prontosil and other sulfa drugs are also produced using this reaction. An example is the synthesis of the dye organol brown from aniline and 1-naphthol: References (URLs online) A hyperlinked version of this chapter is at The Bartoli indole synthesis (also called the Bartoli reaction ) is the chemical reaction of ortho-substituted nitro arenes with vinyl grignard reagents to form substituted indoles . The reaction is unsuccessful without substitution ortho to the nitro group. Three equivalents of the vinyl grignard reagent are also necessary for good yields. This method has become one of the shortest and most flexible routes to 7-substituted indoles. The Leimgruber-Batcho indole synthesis gives similar flexibility and re
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Carbon-Heteroatom Bond Forming Reactions: Grignard Reaction, Diazonium Compound, Knorr Pyrrole Synthesis, Ullmann Condensation
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