Reduction of chalcones with nickel boride in methanol

ORGN 557

Susruta Majumdar, majumdas@mskcc.org1, Kiran Dawra, dawra_kiru@rediffmail.com2, and Jitender M Khurana, jmkhurana@chemistry.du.ac.in2. (1) Chemistry and Molecular Pharmacology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 100021, (2) Department of Chemistry, Delhi University, Delhi, 100007, India
Reduction of chalcones to tetrahydrochalcones (1, 3-diarylpropan-1-ols) in high yields were carried out in nickel boride generated in situ from anhydrous NiCl2 and NaBH4 and dry methanol at ambient temperatures. Small amounts of 1, 3-diarylprop-1-enes were also formed in all reactions as a side product. The formation of diarylprop-1-enes could either be proceeding on the surface of the catalyst or by dehydration of 1, 3-diarylpropan-1-ols in a subsequent reaction. Presence of methyl, halo and methoxy groups does not affect the efficiency of reduction.
 

Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007