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Studies toward the synthesis of the epoxykinamycin FL-120B': discovery of a decarbonylative photocyclization.

ABSTRACT: Photo-Friedel-Crafts acylation of a naphthoquinone was attempted in an effort to access a diazobenzofluorenone en route to the epoxykinamycin natural product FL-120B'. Photoirradiation of the naphthoquinone substrate which resulted in the unexpected formation of a tetracyclic naphthofuran via a decarbonylative photocyclization process is described.

SUBMITTER: Scully SS

PROVIDER: S-EPMC3433630 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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Studies toward the synthesis of the epoxykinamycin FL-120B': discovery of a decarbonylative photocyclization.

Scully Stephen S SS Porco John A JA

Organic letters 20120509 10

Photo-Friedel-Crafts acylation of a naphthoquinone was attempted in an effort to access a diazobenzofluorenone en route to the epoxykinamycin natural product FL-120B'. Photoirradiation of the naphthoquinone substrate which resulted in the unexpected formation of a tetracyclic naphthofuran via a decarbonylative photocyclization process is described. ...[more]

PMID: 22571279

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