Presentation Title

One-pot preparation of 2,7-disubstituted cycloheptanones and their ring-closing metatheses

Presentation Type

Poster

Department

Chemistry

Abstract

2,7-Disubstituted cycloheptanones 2 were prepared via a one-pot procedure from the imine (R = cyclohexyl) and hydrazone (R = NMe2) of cycloheptanone that involves sequential deprotonation, alkylation, deprotonation, alkylation and hydrolysis. Many of the dialkylation products underwent successful ring-closing metathesis (RCM) under infinite dilution conditions. We have also examined the dialkylation of the N,N-dimethylhydrazones of cyclopentanone and cyclohexanone, and determined the equilibrium trans/cis ratios of 2,5-disubstituted cyclopentanones, 2,6-disubstituted cyclohexanones and 2,7-disubstituted cycloheptanones.

Faculty Mentor

Dr. James White

Location

Waves Cafeteria

Start Date

23-3-2018 2:00 PM

End Date

23-3-2018 3:30 PM

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Mar 23rd, 2:00 PM Mar 23rd, 3:30 PM

One-pot preparation of 2,7-disubstituted cycloheptanones and their ring-closing metatheses

Waves Cafeteria

2,7-Disubstituted cycloheptanones 2 were prepared via a one-pot procedure from the imine (R = cyclohexyl) and hydrazone (R = NMe2) of cycloheptanone that involves sequential deprotonation, alkylation, deprotonation, alkylation and hydrolysis. Many of the dialkylation products underwent successful ring-closing metathesis (RCM) under infinite dilution conditions. We have also examined the dialkylation of the N,N-dimethylhydrazones of cyclopentanone and cyclohexanone, and determined the equilibrium trans/cis ratios of 2,5-disubstituted cyclopentanones, 2,6-disubstituted cyclohexanones and 2,7-disubstituted cycloheptanones.