Synthetic Communications

Oxidative esterification of benzaldehyde and deactivated aromatic aldehydes with N-bromosuccinimide-pyridine

MK Agrawal, S Adimurthy, PK Ghosh

文献索引：Agrawal, Manoj K.; Adimurthy, Subbarayappa; Ghosh, Pushpito K. Synthetic Communications, 2012 , vol. 42, # 19 p. 2931 - 2936

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被引用次数: 8

摘要

Whereas the oxidative esterification of benzaldehyde to methyl benzoate with N-bromosuccinimide (NBS)-pyridine requires dark conditions and 5 equivalents each of NBS and K 2 CO 3 and gave only moderate yield (52%) of the product (McDonald et al. J. Org. Chem. 1989, 54, 1213), simple change of base to pyridine gave the desired product in 83% gas chromatographic yield with only 1 equivalent each of NBS and pyridine. Moreover, the reaction could be conducted ...