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Synthesis of fluorinated ?-lactams via cycloisomerization of gem-difluoropropargyl amides.

ABSTRACT: gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis-enyne metathesis tandem reaction. These products, in turn, undergo a Diels-Alder reaction to yield heterotricyclic systems in moderate to good yields.

SUBMITTER: Arimitsu S 

PROVIDER: S-EPMC2887306 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides.

Arimitsu Satoru S   Hammond Gerald B GB  

Beilstein journal of organic chemistry 20100514

gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis-enyne metathesis tandem reaction. These products, in turn, undergo a Diels-Alder reaction to yield heterotricyclic systems in moderate to good yields. ...[more]

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