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Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines.

ABSTRACT: [reaction: see text] Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)3]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.

SUBMITTER: Trost BM

PROVIDER: S-EPMC2678947 | biostudies-literature | 2007 Apr

REPOSITORIES: biostudies-literature

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Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines.

Trost Barry M BM Gutierrez Alicia C AC

Organic letters 20070316 8

[reaction: see text] Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)3]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol. ...[more]

PMID: 17362020

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