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In Dole Synthesis

Indole moiety is the most abundant heterocycle in nature. Different acid could be used in this synthesis, HCl, TFA, AcOH, and even Lewis acids.

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Shome Sankar Bhunia
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93 views4 pages

In Dole Synthesis

Indole moiety is the most abundant heterocycle in nature. Different acid could be used in this synthesis, HCl, TFA, AcOH, and even Lewis acids.

Uploaded by

Shome Sankar Bhunia
Copyright
© Attribution Non-Commercial (BY-NC)
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

Indolesynthesis [Link] 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 [Link] reference/[Link]

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

2 of 4 1/16/2010 8:16 PM
Indolesynthesis [Link] reference/[Link]

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

3 of 4 1/16/2010 8:16 PM
Indolesynthesis [Link] reference/[Link]

Benzofuran and Benzothiophene

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