Pd PEPPSI??IPr??Mediated Reactions in Metal??Coated Capillaries Under MACOS: The Synthesis of Indoles by Sequential Aryl Amination/Heck Coupling

G Shore, S Morin, D Mallik…

Index: Shore, Gjergji; Morin, Sylvie; Mallik, Debasis; Organ, Michael G. Chemistry - A European Journal, 2008 , vol. 14, # 4 p. 1351 - 1356

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Citation Number: 81

Abstract

Abstract A method has been devised for the microwave-assisted, continuous-flow preparation of indole alkaloids by a two-step aryl amination/cross-coupling sequence of bromoalkenes and 2-bromoanilines. This process requires both the presence of a metal- lined flow tube (a 1180 micron capillary) and the Pd PEPPSI-IPr catalyst; without either, the catalyst or the film, there is zero turnover of this catalytic process. A silver film has been ...

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98-81-7

alpha-Bromostyrene

2-BROMO-4,6-DIMETHYLANILINE Structure

41825-73-4

2-BROMO-4,6-DIM...

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5,7-dimethyl-2-phenyl-1H-indole Structure

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5,7-dimethyl-2-...

2-Bromo-p-toluidine Structure

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alpha-Bromostyrene Structure

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alpha-Bromostyrene

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1H-Indole,5-met...

2-bromo-1-butene Structure

23074-36-4

2-bromo-1-butene

2-Bromoaniline Structure

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2-Bromoaniline

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2-Ethyl-1H-indole Structure

3484-18-2

2-Ethyl-1H-indole

alpha-Bromostyrene Structure

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alpha-Bromostyrene

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5-Chloro-2-phenyl-1H-indole Structure

23746-76-1

5-Chloro-2-phen...

2-Bromo-1-propene Structure

557-93-7

2-Bromo-1-propene

2-Bromo-4-fluoroaniline Structure

1003-98-1

2-Bromo-4-fluor...

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5-Fluoro-2-methylindole Structure

399-72-4

5-Fluoro-2-meth...

2-Bromo-1-propene Structure

557-93-7

2-Bromo-1-propene

2-Bromoaniline Structure

615-36-1

2-Bromoaniline

~70%

2-Methylindole Structure

95-20-5

2-Methylindole

2-Bromo-1-propene Structure

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2-Bromo-1-propene

2-Bromo-4-chloroaniline Structure

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1075-35-0

5-Chloro-2-meth...

2-Bromo-1-propene Structure

557-93-7

2-Bromo-1-propene

2-Bromo-p-toluidine Structure

583-68-6

2-Bromo-p-toluidine

~83%

2,5-Dimethylindole Structure

1196-79-8

2,5-Dimethylindole

alpha-Bromostyrene Structure

98-81-7

alpha-Bromostyrene

2-Bromoaniline Structure

615-36-1

2-Bromoaniline

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2-Phenylindole Structure

948-65-2

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alpha-Bromostyrene Structure

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alpha-Bromostyrene

2-Bromo-4-fluoroaniline Structure

1003-98-1

2-Bromo-4-fluor...

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5-fluoro-2-phenyl-1H-indole Structure

59541-83-2

5-fluoro-2-phen...


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