General Characteristics In the presence of metal catalysts, diazo compounds decompose to generate metal carbenoid species, which react with olefins to give cyclopropanes. Metal carbenoids also react ...
Posts by Category: Reactions
Achmatowicz Reaction
General Characteristics Under oxidative conditions, furfuryl alcohol can be converted into dihydropyran. Reagents such as bromine, NBS, and mCPBA are used commonly to effect this type of ...
Sugasawa Reaction
General Characteristics The ortho-acylation of unprotected anilines using nitriles is known as the Sugasawa reaction. The Friedel-Crafts acylation of anilines is inherently difficult because the ...
Amii Trifluoromethylation
General Characteristics Aromatic halides can be trifluoromethylated by copper-catalyzed cross coupling developed by Amii. This procedure is applicable to the introduction of other perfluoroalkyl ...
Electrophilic Trifluoromethylation
General Characteristics Fluorine and hydrogen are about the same size, but are electronically very different. The substitution of hydrogen atoms with fluorine atoms is a common way of tuning the ...
Nucleophilic Fluoroalkylation
General Characteristics When one wants to introduce perfluoroalkyl groups onto carbonyl groups by nucleophilic addition, she/he needs fluorine-containing organometallic reagents. However, these ...
Takeda Olefination
General Characteristics The olefination of thioacetals via generation of organotitanium intermediates using divalent titanocene reagents is known as the Takeda olefination. The titanocene reagent ...
Aza-Wittig Reaction
General Characteristics Nucleophilic phosphorus reagents such as triphenylphosphine react with azides to generate, via the Staudinger reaction, N-P ylide (iminophosphorane) intermediates, which react ...
Takai-Lombardo Reaction
General Characteristics In the Takai olefination, carbonyl compounds are olefinated using organotitanium reagents derived from gem-dihaloalkanes. Whereas most of other olefination reactions are ...
Benzoin Condensation
General Characteristics In the presence of nucleophilic catalysts such as cyanide, aromatic aldehydes dimerize to form products called benzoins. Benzoin derivatives are important intermediates for ...