2‐(2‐Haloalkenyl)‐aryl Halides as Substrates for Palladium‐Catalysed Tandem CN Bond Formation: Efficient Synthesis of 1‐Substituted Indoles | Zendy

Willis Michael C. | Zendy; Brace Gareth N. | Zendy; Findlay Thomas J. K. | Zendy; Holmes Ian P. | Zendy

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2‐(2‐Haloalkenyl)‐aryl Halides as Substrates for Palladium‐Catalysed Tandem CN Bond Formation: Efficient Synthesis of 1‐Substituted Indoles

Author(s) -

Willis Michael C.,

Brace Gareth N.,

Findlay Thomas J. K.,

Holmes Ian P.

Publication year - 2006

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200505484

Subject(s) - chemistry , amination , aryl , halide , tandem , palladium , catalysis , alkene , combinatorial chemistry , amine gas treating , aryl halide , medicinal chemistry , organic chemistry , alkyl , materials science , composite material

2‐(2‐Haloalkenyl)‐aryl halides, conveniently prepared in a single step from the corresponding o ‐halobenzaldehydes, are combined with amines under Pd catalysis to provide 1‐substituted indoles. All combinations of Br and Cl leaving groups can be employed, and a range of substituents on the arene, alkene and amine, can all be tolerated. The use of 1,3‐dichloro‐substituted arenes allows a third amination process to take place; these three‐component processes deliver the corresponding 4‐aminoindoles in good yields.

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