Synthesis of indoles via palladium[0]-mediated ullmann cross-coupling of o-halonitroarenes with α-halo-enones or -enals

Martin G. Banwell; Brian D. Kelly; Okanya J. Kokas; David W. Lupton

doi:10.1021/ol034745w

Synthesis of indoles via palladium[0]-mediated ullmann cross-coupling of o-halonitroarenes with α-halo-enones or -enals

Martin G. Banwell^*, Brian D. Kelly, Okanya J. Kokas, David W. Lupton

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

105 Citations (Scopus)

Abstract

(Matrix presented) Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of α-halo-enones (e.g., 2) or -enals readily affords the expected α-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.

Original language	English
Pages (from-to)	2497-2500
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	14
DOIs	https://doi.org/10.1021/ol034745w
Publication status	Published - 10 Jul 2003

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abstract = "(Matrix presented) Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of α-halo-enones (e.g., 2) or -enals readily affords the expected α-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.",

author = "Banwell, \{Martin G.\} and Kelly, \{Brian D.\} and Kokas, \{Okanya J.\} and Lupton, \{David W.\}",

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AU - Kelly, Brian D.

AU - Kokas, Okanya J.

AU - Lupton, David W.

PY - 2003/7/10

Y1 - 2003/7/10

N2 - (Matrix presented) Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of α-halo-enones (e.g., 2) or -enals readily affords the expected α-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.

AB - (Matrix presented) Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of α-halo-enones (e.g., 2) or -enals readily affords the expected α-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.

UR - https://www.scopus.com/pages/publications/0141854298

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DO - 10.1021/ol034745w

M3 - Article

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ER -

Synthesis of indoles via palladium[0]-mediated ullmann cross-coupling of o-halonitroarenes with α-halo-enones or -enals

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