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Cross Metathesis of N-Allylamines and α,β-Unsaturated Carbonyl Compounds: A One-Pot Synthesis of Substituted Pyrroles

Syed Shafi, Mariusz Kędziorek, Karol Grela*

*Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland, Email: klgrelagmail.com

S. Shafi, M. Kędziorek, K. Grela, Synlett, 2011, 124-128.

DOI: 10.1055/s-0030-1259083


Abstract

A tandem reaction involving cross metathesis followed by concomitant cyclisation enables the synthesis of substituted pyrroles. Various protected electron-deficient N-allylamines reacted with α,β-unsaturated carbonyl compounds in the presence of Lewis acids under the cross metathesis conditions using a 2nd generation Hoveyda catalyst in order to form pyrroles.

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Key Words

ruthenium, catalysis, olefin metathesis, Lewis acids, pyrroles


ID: J60-Y2011-0060