Patent · US Expired

Palladium catalyzed indolization

US5811551A · kind A · utility

14Cited by
3References
16Claims
0Family size

Assignee

Inventors

Key dates

Filing dateAug 7, 1997
Grant dateSep 22, 1998
Priority date
Expiry dateAug 7, 2017

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D491/10
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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##

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.