General Characteristics SnAP (Sn(tin) Amine Protocol) reagents provide an easy access to a variety of saturated heterocycles and amines containing a spiro skeleton. The simple two-step procedure ...
Monthly Archives: January 2018
Krapcho Decarboxylation
General Characteristics β-Keto methyl esters undergo decarboxylation under near neutral conditions upon heating in the presence of lithium chloride in DMSO. This reaction is particularly useful when ...
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 ...
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 ...
Kornblum Oxidation
General Characteristics Alkyl halides can be converted into the corresponding aldehydes by thermally driven displacement by DMSO followed by treatment with bases. General References ・Kornblum, N.; ...
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 ...
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 ...
Ugi Reaction for Alternating Peptides
Koyama and Gudeangadi at Toyama Prefectural University developed an Ugi-reaction-based synthetic method of producing alternating peptides． “One-pot synthesis of alternating peptides exploiting a new ...
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 ...
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 ...