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S
| Sakurai (Hideki Sakurai 1931 -
) -Hosomi (A. Hosomi) allylation
|
| Sandmeyer (Traugott
Sandmeyer 1854-1922) isatin synthesis
|
| Scheiner aziridie synthesis |
| Schmidt rearrangement is similar to
Curtius rearrangement if the reaction is with the acid. Hydrazoic
acid is used in the conversion of carbxylic acid to amide, with aldehyde
into nitrile, and ketone into tetrazole or amide. |
| Schollkopf amino acid synthesis |
| Schopf reaction |
| Seyerth acyllithium reaction |
| Shapiro (Robert Howard Shapiro
1935 - ) reactionis the conversion of ketone p-toluenesulfonylhydrazones
to alkenes on the treatment with 2 equiv. of strong bases such as LDA or
BuLi. |
| Sheradsky-Coates-Endo rearrangement |
|
Shi asymmetric epoxidation
J. Org. Chem. 2005, 70, 2904-2911 Click here to learn more |
| Simchen azaheterocycle synthesis |
| Simonis
chromone cyclization is another phenol and beta-keto ester cyclization. |
| Skraup
(Zdenko Hans Skraup 1850 - 1910)
quinoline synthesis |
|
Smiles
(Samuel Smiles 1877 - 1953)
rearrangement is a rearrangement happened on aromatic ring with strong
electron-withdrawing group. The result of this reaction is on hetero
atom replace another.
|
| Snieckus rearrangement |
| Sommelet
(Marcel Sommelet 1877 - 1952)
reaction is the synthesis of aldehyde from primary alkyl halide with
hexamethylene tetramine. The second step of this reaction is under basic
condition. If the second step is done under acidic condition, the
reaction will give primary amine, it is called Delepine reaction. |
| Sommelet - Hauser
(Charles Roy Hauser 1900 - 1970) rearrangement |
| Speckamp ring closure |
|
Staudinger (Hermann Staudinger 1881 - 1965
Nobel Prize Chemistry 1953 )
Azide reduction
is a very useful way to make primary amine from azide. A very important
transformation in Med. Chem. Another mechanism is the formation of
4-membered ring, and then it decomposes. |
|
Stetter
(Hermann Stetter 1917 - )
reaction is the Michael addition of aldehyde (via cyanohydrin if use -CN
ascatalyst) to alpha, beta-unsaturated system. |
|
Stieglitz rearrangement
|
|
Stolle oxiindole
synthesis
|
| Stork (Gilbert Stork 1921 - ) enamine reaction |
| Strecker (Adolph
Friedrich Ludwig Strecker 1822-1871) amino acid synthesis
|
| Swern (Daniel Swern 1916 -1982) Oxidation
is oxidation of alcohol to aldehyde or ketone under a mild condition
(-78oC). Also, Pfitzner-Moffat Oxidation (DCC and
DMSO),
Corey-Kim Oxidation (NCS and DMS). |
|
Tebbe
olefination is the synthesis of alkene by using Tebbe's reagent. This
reagent can be used in the methylenation of esters or amides for which
the conventional Wittig reaction is not suitable. The driving force for
this methylenation is the formation of titanocene oxide.
|
| Thorpe (Sir Jocelyn Field Thorpe
1872 - 1940) -Ziegler reaction |
| Tiemann (Johann
Carl Wilhelm Ferdinand Tiemann 1848-1899) rearrangement is the conversion of
an oxime amide to urea. |
| Tiffeneau (Marc Emile Pierre Adolphe
Tiffeneau 1873 - 1945) -Demjanov (Nikolai Jakovlevich
Demjanov) rearrangement |
| Timmis pteridine synthesis |
| Tschugaef olefination |
| Ugi (Ivar Karl Ugi 1930 - ) 4CC reaction is the nucleophilic addition of
an isocyanide to an iminium ion, followed by another nucleophilic
addition to give a stable alpha amino carboxamide. It is a
multicomponent ( amino acid , imine and isocyanide) condensation, here
we listed a special case of Ugi reaction, because Ugi
reaction mechanism is similar to that of Passierini reaction, you
can change the ketone oxgen to imine amine group to get the result. Click here to learn more. |
| Vilsmeier (A. Vilsmeier) -Haack
(A. Haack) reagent is the reagent
formed with amide and POCl3, it is used in the acylation of
alkene and aromatics. |
| Vinylether Rearrangement Powell, S.G.; Adams, R. J. Am. Chem. Soc. 1920, 42, 646 Hurd, C.D.; Pollack, M.A. J. Org. Chem. 1939, 3, 550 Hill, H.S.; Pidgeon, L.M. J. Am. Chem. Soc. 1928, 50, 2718 Vinylogous Wolff rearrangement Smith, A.B. III Chem. Commun. 1974, 695 Smith, A.B. III; Toder, B.H.; Branca, S.J. J. Am. Chem. Soc. 1976, 98, 7456 Branca, S.J.; Lock, R.L.; Smith, A.B. III J. Org. Chem. 1977, 42, 3165 |
| Wagner (Georg Egorovich Wagner
1849 - 1903) - Meerwein (Hans
Meerwein 1879-1965) rearrangement |
![]() Wacker (Leonhard Wacker 1864 - 1936) Oxidation is the oxidation of the terminal alkene by palladium (II) to give the corresponding methyl ketone. The water addition intermediate undergoes the characteristic beta-elimination to generate the enol of ketone. |
| Wallach (Otto Wallach 1847
- 1921, Nobel Prize Chemistry 1910) rearrangement |
| Wasserman-Bormann macrocyclic lactam synthesis |
| Weinreb ketone synthesis |
|
Wharton (Peter Stanley Wharton 1931 - ) reaction is the reduction of alpha, beta-epoxy ketone or alpha-halo
ketone by hydrazine to allylic alcohol. The reaction proceeds by
condensation of ketone and hydrazine to give enediimide intermediate.
|
| Wittig (georg F.K. Wittig 1897 -
1987 ) Olefin Synthesis. This reaction proceeds via intermediate called betaine
and 4-membered ring transition state called oxaphosphetane. The reaction
is not applicable to synthesis of highly hindered system. The normal
Wittig reaction of nonstabilized ylides with aldehyde gives Z-olefins,
but Schlosser modification gives E-Olefins. |
| Wolff (Ludwig
Wolff 1857-1919)-Kishner (Nikolai Matveevič
Kishner 1867-1935)-Huang Minlon
reduction is a classic way to reduce ketone to methylene group. The
only name reaction has a Chinese name. |
| [2,3]-Wittig rearrangement |
![]() Wolff (Ludwig Wolff 1857 - 1919) rearrangement is the rearrngement of an alpha-diazo ketone. The carbene intermediate mechanism has been postulated. The migration group is known to migrate with retention of the configuration. |
|
Yamada
coupling reagent is diethylphosphoryl cyanide that activates the
acid to form amide bond, used a lot in peptide synthesis free of
racemization. |
| Zinner hydroxylamine synthesis |
Reactions Without Names
| Aldehyde synthesis from epoxide |
| 2-Aminothiazole synthesis |
| Bromine addition of double bond |
| Chlorination with POCl3 and tertiary amine. |
| Cyanation of Pyridine |
| Cyanation of Pyrrole |
| Demethyaltion with Lewis Acid |
| DMF catalyzed acid chloride synthesis |
| Grignard reduction
|
| 1-Hydroxybenzotriazole (HOBt) / DCC amide formation mechanism |
| Hydoxyperoxide amide synthesis |
| Imidazolone synthesis
|
| NIH Shift |
| Ninhydrin react with amino acids |
| Nitration of Benzene |
| Thiourea deprotection |
| t-BuLi Mechanism |
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