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Letter

Ruthenium-Catalyzed Cycloisomerization−6π-Cyclization: A Novel Route to Pyridines

Supporting Info

Barry M. Trost* and Alicia C. Gutierrez

Department of Chemistry, Stanford University, Stanford, California 94305-5080

Org. Lett., 2007, 9 (8), pp 1473–1476

DOI: 10.1021/ol070163t

Publication Date (Web): March 16, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, bmtrost@stanford.edu

Abstract

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.

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Published In Issue April 12, 2007
Received January 22, 2007

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Letter

Ruthenium-Catalyzed Cycloisomerization−6π-Cyclization: A Novel Route to Pyridines

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Synthesis of Substituted Pyridine Derivatives via the Ruthenium-Catalyzed Cycloisomerization of 3-Azadienynes

Rhodium-Catalyzed One-Pot Synthesis of Substituted Pyridine Derivatives from α,β-Unsaturated Ketoximes and Alkynes

Synthesis of Dihydropyridines and Pyridines from Imines and Alkynes via C−H Activation

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