Palladium catalyzed indolization

Details Palladium catalyzed indolization Palladium catalyzed indolization

1997-08-07

1998-09-22

McKane, Joseph K.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 85, 5482664, 548407, 548416, 548439, C07D47118

Patent

active

058115510

ABSTRACT:
We have found that indoles of structural formula (III): ##STR1## can be cost-effectively synthesized in high yield by the palladium-catalyzed coupling/ring closure of a 2-halo- or 2-trifluoromethylsulfonyl-aniline and a cyclic ketone derivative. The process of the present invention is particularly useful to form indoles containing acid-labile substituents such as triazole, acetyl, ketal, cyano, and carbamate, or indoles having a good leaving group in the benzyl position. The advantages of the present process are that it does not require the use of triphenyl phosphine or tetrabutyl ammonium chloride or lithium chloride.
By this invention, there is provided a process comprising the step of contacting a compound of Structure I with a compound of Structure II to form a compound of StructureIII: ##STR2##

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