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L
| Lawesson thiacarbonylation |
| Lebedev methoxymethylation:
Methoxymethyl methyl sulfate works as an electrophile for the
methoxymethylation of alkene.
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| Liebig benzylic rearrangement |
| Leimgruber-Batcho indole synthesis
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| Leuckart (Carl
Louis Rudolf Alexander Leuckart 1854 - 1889) thiophenol synthesis |
| Leuckart - Wallach reductive amination
|
| Lieben
haloform reaction is that the methyl ketone has been oxidized by
hypochloride or hypobromide ( Br2 or Cl2 in H2O)
to give a carboxylic acid.
|
| Lossen (Wilhelm Lossen 1838 -
1906) rearrangement refers to the decomposition
of hydroxamic acids or their derivatives to yield isocyanates. It is
similar to Hofmann rearrangement, in which amide was oxidized by
hypohalides or NBS and then re arranged to isocyanate. The isocyanates
were decomposed under water to afford amine.
|
| Madelung (Louis
Camille Maillard 1878 -1936) indole synthesis |
| Mannich (Carl Mannich 1877 - 1947)
reaction is the condensation between an
iminium ion and an enolizable carbonyl.
|
| McFadyen (John S. McFadyen) - Stevens
(Thomas Stevens 1900 - ?) ester reduction
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|
McMurry (John Edward Mcmurry 1942 - )
Coupling is the
reductive coupling of carbonyl compound with titanium. Carbonyl
compounds with bulky substituents give excellent yields of sterically
hindered alkenes, predominantly as the trans isomers.
|
| Meerwein (Hans Lebrecht Meerwein 1879
-1965) arylation
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|
Meerwein (Hans Lebrecht Meerwein 1879
-1965) - Ponndorf - Verley
reduction proceeds via a cyclic transition state involoving coordination
of both the alcohol and ketone oxygens to the alumium. Hydride donation
usually takes place at the less hindered face of the carbonyl group.
Opposite to Oppenauer Oxidation.
|
| Meisenheimer (Jakob Meisenheimer 1876 -
1934) rearrangement is the
rearrangement of the N-oxide of a tertiary amine with allyl group to
yield a allyl hydroxylamine via a [2,3] sigmatropic shift.
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| Meisenheimer complex |
| Meyer-Schuster rearrangement
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| Michaelis-Arbuzov phosphonate synthesis
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| Midland
reduction is an asymmetric reduction of ketones with R, or S
alpine borane (9-BBN).
|
| Miller-Loudon-Snyder Aryl cyanide synthesis |
| Mislow-Evens
Rearrangement is the reversible 2,3-sigmatropic rearrangement of allylic
sulfoxides to allyl sulfenates.
|
| Mitsunobu (Oyo Mitsunobo 1934 - ) reaction
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| Moffatt oxidation
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| Morgan-Walls reaction
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| Mukaiyama (Teruaki Mukaiyama
1927 - ) esterification
|
| Mukaiyama (Teruaki Mukaiyama
1927 - ) aldol condensation
|
| Nazarov (Ivan
Nikolaevich Nazarov 1906 - 1957) cyclization |
| Neber (Peter W. Neber 1883 -1960) rearrangement is a rearrangement of
N,N-dimethylhydraone or tosylate oxime to alpha amino ketone.
|
| Neber-Bosset oxindole synthesis
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| Nef (John Ulrich Nef 1862 - 1915) reaction |
| Nenitzescu 5-hydroxyindole synthesis
|
| Nickl benzofuran synthesis |
| Niementowski quinazolone synthesis
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| O'Donnell amino acid synthesis
|
| Orton (Kennedy Joseph Previte Orton
1872 - 1930) rearrangement is a rearrangement of N-haloaniline
derivative to o- or p-halo aniline derivative. The halo
aniline was made via oxidation of aniline derivative with NCS, NBS, or
NaOCl.
|
|
Overman Pyrrolidine synthesis
|
| Parham cyclization reaction |
| Passerini reaction is a three component
condensation. Click here to learn more. |
 Paterno (Emanuele Paterno 1847 - 1935) - Buchi (George hermann Buchi) cycloaddition. |
|
Payne
rearrangement is the migration of epoxide in a,
b-epoxy alcohols. This reaction happened under basic condition. |
| Pechmann
(Hans von Pechmann 1850 - 1902)
coumarin synthesis is the synthesis coumarin from phenol and beta-keto
ester. |
|
Pechmann (Hans von Pechmann 1850 - 1902) pyrazole synthesis is a typical 1,3-dipolar cycloaddition
reaction. von pechman diazo-olefin cycloaddition |
| Perkin (William Henry Perkin 1838
- 1907) coumarin rearrangement |
| Peterson
(Donald J. Peterson 1935 - ) Olefination has been applied to the synthesis of hindered alkenes that
are difficult to make by Wittig reaction. Beta-hydroxysilane, the
intermediate of this reaction, could undergo elimination
steroselectively by using base or acid to catalyze the reaction. Go
figure out the mechanism, it is a cis-elimination under basic condition,
and a trans-elimination under acidic condition. |
|
Pfitzinger quinoline synthesis |
|
Pictet-Spengler reaction |
|
Pinacol
rearrangement is a dehydration reaction of glycols under acidic
condition. The carbocation formed under acidic condition undergos a
rearrangement to give a ketone. Fittig, R. Ann. Chem. 1860, 114, 54 |
| Pinner imino ether synthesis |
|
Polonovski (Max Polonovski 1861 - 1939) rearrangement is the reaction of a
tertiary amine N-oxide and acetic anhydride or acetyl chloride. This
reaction provides ready access to iminium ions, enamines, and aldehyde.
|
|
Pomeranz-Fritsch reaction, its' modification is called Schilittle-Muller reaction
|
| Povarov Reaction Click here to learn more. |
| Prilezhaev (Nikolai Aleksandrovich
Prilezhaev 1872 - 1944) epoxide synthesis is the formation of epoxides from olefins. The
transition state is called "butterfly state". |
|
Pummerer
(Rudolf Pummerer 1882 - 1973)
rearrangement is a redox reaction in which the sulfoxide is reduced to
sulfide and the alpha carbon is oxidized. It is sulfur version of
Polonovski reaction.
|
|
Ramberg (Ludwig Ramberg 1874 - 1940) - Bäcklund (Birger Bäcklund 1908 - 1997) Reaction is that the alpha-halosulfones undergo a rearrangement. The thiirane dioxide decomposes with elimination of sulfur dioxide, and the formation of a double bond. |
| Rapp-Stoermer benzofuran synthesis |
| Reformatsky (Sergei Nikolaeviè
Reformatski 1860-1934) reaction is a alpha halo ester
activated by zinc to react with ketone or aldyhyde give a beta hydroxy
ester. The trick part of this reaction is that zinc has to be activated
by TMSCl to give a good yield |
| Regitz (Manfred
Regitz 1935 - ) diazo synthesis |
| Reimer (Karl
Ludwig Reimer 1845 - 1883) - Tiemann phenol formylation |
| Reissert
reaction is the activated quinoline or isoquinoline via acid chloride
undergoes a nuleophilic addition with -CN group. The pyridine could be
activated by N-oxide |
| Remfry-Hull pyrimidine synthesis |
| Riley
Selenium Oxidation is mostly used in allylic hydroxylation. The
mechanism is a interesting one. |
|
Ritter
(John Joseph Ritter 1895 - ?)
reaction is that a carbon cation reacts with nitrile group to give an
amide. |
| Robinson (Sir Robert Robinson 1886 -
1975 Nobel Prize Chemistry 1947) annulation is a combination of a
Michael addition and an Aldol condensation. Asymmetric
Robinson annulation catalyzed by (s)-(-)-proline is called
Hajos-Wiechert reaction. |
Robinson-Schopf tropinone synthesis is probably the earliest total synthesis.
|
|
Robinson-Gabriel oxazole
synthesis is the synthesis of oxazole from the amide of alpha-amino
ketone ( from Dakin-West reaction) treated with strong acid. |
| Rosini-Bartoli nitro-reduction |
| Rubottom oxidation |
| Ruppert perfluoroalkylation |
| von Richter aromatic carboxylation Click here to learn more. |
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