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

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Presentation transcript:

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

Strategy b; Knorr synth. Strategy a and b combined; Hantzsch synth.

Strategy c

Carbonyl condensations (c.f. chapt. 3) - Indoles Strategy b -Reissert synth. - Modified Reissert synth.; Leimbruger-Batcho -Madelung synth.

Carbonyl condensations (c.f. chapt. 3) - Indoles Strategy a -Bischler synth. -Gassman synth.

Cycloadditions with 1,3-dipoles (c.f. chapt. 3) Reaction with isocyanide

Reaction with mesoionic oxido-oxazoliums Reaction with nitrenes

Synthesis from aminoalkynes JOC 2003, 7853

Miscellaneous indol syntheses Fischer indol synthesis Synthesis from pyrroles

Miscellaneous indol syntheses Bartoli synthesis Fürstner synthesis Pd-cat. couplings

Bioactive Indoles