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A microwave assisted intramolecular-furan-Diels-Alder approach to 4-substituted indoles.


ABSTRACT: The key steps of a versatile new protocol for the convergent synthesis of 3,4-disubstituted indoles are the addition of an alpha-lithiated alkylaminofuran to a carbonyl compound, a microwave-accelerated intramolecular Diels-Alder cycloaddition and an in situ double aromatization reaction.

SUBMITTER: Petronijevic F 

PROVIDER: S-EPMC2736609 | biostudies-literature | 2009 Jan

REPOSITORIES: biostudies-literature

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A microwave assisted intramolecular-furan-Diels-Alder approach to 4-substituted indoles.

Petronijevic Filip F   Timmons Cody C   Cuzzupe Anthony A   Wipf Peter P  

Chemical communications (Cambridge, England) 20081111 1


The key steps of a versatile new protocol for the convergent synthesis of 3,4-disubstituted indoles are the addition of an alpha-lithiated alkylaminofuran to a carbonyl compound, a microwave-accelerated intramolecular Diels-Alder cycloaddition and an in situ double aromatization reaction. ...[more]

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