An unexpected formation of benzoyl benzoin from benzil during the attempted Knoevenagel type condensation with dimethylmalonate (or malononitrile)
MS Sundar, AV Bedekar
Index: Shyam Sundar; Bedekar, Ashutosh V. Tetrahedron Letters, 2012 , vol. 53, # 22 p. 2745 - 2747
Full Text: HTML
Citation Number: 0
Abstract
An unexpected product, 2-oxo-1, 2-diphenylethyl benzoate (benzoyl benzoin), was isolated during the attempted Knoevenagel reaction of benzil and dimethylmalonate (or malononitrile) in the presence of potassium carbonate. The product was confirmed by spectral analysis as well as by single crystal studies and a mechanism is proposed to explain its formation.
Related Articles:
[Kim, Yoo-Jin; Kim, Na Yeun; Cheon, Cheol-Hong Organic Letters, 2014 , vol. 16, # 9 p. 2514 - 2517]
[Fuerstner, Alois; Jumbam, Denis N. Tetrahedron, 1992 , vol. 48, # 29 p. 5991 - 6010]
[Kim, Yoo-Jin; Kim, Na Yeun; Cheon, Cheol-Hong Organic Letters, 2014 , vol. 16, # 9 p. 2514 - 2517]
[Kim, Yoo-Jin; Kim, Na Yeun; Cheon, Cheol-Hong Organic Letters, 2014 , vol. 16, # 9 p. 2514 - 2517]
[Liu, Yongjun; Wang, Xiaoxia; Zhang, Yongmin Synthetic Communications, 2004 , vol. 34, # 21 p. 4009 - 4022]