Synthesis of Pyrroles and Indoles - PowerPoint PPT Presentation

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Synthesis of Pyrroles and Indoles

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Synthesis of Pyrroles and Indoles. Carbonyl condensations (c.f. chapt. 3) - Pyrroles ... Not useful for indoles. Strategy b; Knorr synth. Strategy a and b ... – PowerPoint PPT presentation

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Title: Synthesis of Pyrroles and Indoles


1
Synthesis of Pyrroles and Indoles
Carbonyl condensations (c.f. chapt. 3) - Pyrroles
Strategy a Paal-Knorr synth.
Not useful for indoles
2
Strategy b Knorr synth.
Strategy a and b combined Hantzsch synth.
3
Strategy c
4
Carbonyl condensations (c.f. chapt. 3) - Indoles
Strategy b -Reissert synth.
- Modified Reissert synth. Leimbruger-Batcho
-Madelung synth.
5
Carbonyl condensations (c.f. chapt. 3) - Indoles
Strategy a -Bischler synth.
-Gassman synth.
6
Cycloadditions with 1,3-dipoles (c.f. chapt. 3)
Reaction with isocyanide
7
Reaction with mesoionic oxido-oxazoliums
Reaction with nitrenes
8
Synthesis from aminoalkynes
JOC 2003, 7853
9
Miscellaneous indol syntheses
Fischer indol synthesis
Synthesis from pyrroles
10
Miscellaneous indol syntheses
Bartoli synthesis
Fürstner synthesis
Pd-cat. couplings
11
Bioactive Indoles
12
Bioactive Indoles
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