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Indolesynthesis http://www.ecompound.com/Reaction reference/indolesynthesis.

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Indole moiety is the most abundant heterocycle in nature.

Biosynthesis of Tryptophan

Roadmap of Indole Synthesis

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Indolesynthesis http://www.ecompound.com/Reaction reference/indolesynthesis.htm

Detailed Name Reaction Example

Fisher Indole
Synthesis. Different
acid could be used in
this synthesis, HCl,
TFA, AcOH, and
even Lewis acids.

Org. Prep. Proced. Int. 2002, 34 (5), 507. also J. Heterocycle Chem. 2002, 39 (2), 315
Borsche-Drechsel
cyclization

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Indolesynthesis http://www.ecompound.com/Reaction reference/indolesynthesis.htm

Bartoil Indole
Synthesis. The
mechanism
(reductive what?) is
not fully understood
for me.
Synth. Commun. 1991, 21, 611; Tetrahedron Lett. 1989, 30 (16), 2129-2132
Nucleophilic
substitution,
reduction and
cyclization.

Org. Prep. Proced. Int. 2002, 34 (5), 483


Nenitzescu Indole
synthesis.
Reductive
cyclization.

Org. Prep. Proced. Int 2002, 34 (5), 483


Bischler Indole
sythesis.

Allylation and
coupling.

J. Org. Chem. 1991, 56 (9), 3048.


Madelung indole
synthesis.

Drug Synthesis Example

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Indolesynthesis http://www.ecompound.com/Reaction reference/indolesynthesis.htm

Benzofuran and Benzothiophene

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