Posts by Category: Reactions

Marko-Lam Deoxygenation

Marko-Lam Deoxygenation

General Characteristics The deoxygenation of alcohols via p-toluic acid esters under single-electron reduction conditions is known as the Marko-Lam deoxygenation. It has advantages over the ...

Read more
Pomeranz-Fritsch Isoquinoline Synthesis

Pomeranz-Fritsch Isoquinoline Synthesis

General Characteristics The condensation of benzaldehydes or arylketones with aminoacetaldehyde acetals gives isoquinolines. Alternatively, the condensation of benzylamines with glyoxal hemiacetals ...

Read more
Liebeskind-Srogl Cross Coupling

Liebeskind-Srogl Cross Coupling

General Characteristics Ketones can be synthesized by the palladium-catalyzed cross coupling between thioesters and boronic acids. The use of copper thiophene-2-carboxylate (CuTC) as an additive is ...

Read more
Polonovski Fragmentation

Polonovski Fragmentation

General Characteristics The acylation of amine N-oxides with acid chlorides or acid anhydrides leads to bond fragmentation at the α-position, yielding the corresponding amides and aldehydes as ...

Read more
Regitz Diazo Transfer

Regitz Diazo Transfer

General Characteristics Activated methylene compounds react with sulfonyl azides and related reagents to give the corresponding diazo compounds. These diazo compounds are used as 1,3-dipoles or ...

Read more
Paal-Knorr Thiophene Synthesis

Paal-Knorr Thiophene Synthesis

General Characteristics The condensation of 1,4-dicarbonyl compounds with sulfur sources gives thiophenes. Phosphorus pentasulfide (P4S10) and the Lawesson’s reagent are typically used as the sulfur ...

Read more
Boyland-Sims Oxidation

Boyland-Sims Oxidation

General Characteristics Anilines can be converted into aminophenols by the reaction called the Boyland-Sims oxidation. Ortho-hydroxylated products are usually obtained preferentially. The oxidation ...

Read more
Mukaiyama Condensation Reagent

Mukaiyama Condensation Reagent

General Characteristics First introduced in 1970’s, 2-halo-N-alkylpyridinium salts are called the Mukaiyama reagent and used for condensation reactions such as esterification and amide bond ...

Read more
Betti Reaction

Betti Reaction

General Characteristics The three component condensation reaction among aldehydes, amines, and phenols is known as the Betti reaction. This reaction is the phenol version of the Mannich reaction. ...

Read more
Pinner Reaction

Pinner Reaction

General Characteristics The treatment of nitriles with HCl-anhydrous alcohol generates imidate salts, which can be converted into amidines and orthoesters using amines and alcohols, respectively. The ...

Read more