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Kinetics and Mechanism of Certain Acetylation Reactions with Acetamide/Oxychloride in Acetonitrile under VilsmeierHaack Conditions
Author(s) -
Venkateswarlu Marri,
Satish Kumar Mukka,
Ramgopal Soma,
Rajanna Kamatala Chinna,
Umesh Kumar Utkoor,
Uppalaiah Kusampally,
Saiprakash Pondichery Kuppuswamy
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100178
Subject(s) - chemistry , acetamide , acetylation , reagent , acetonitrile , kinetics , medicinal chemistry , organic chemistry , reaction mechanism , catalysis , biochemistry , physics , quantum mechanics , gene
VilsmeierHaack ( VH ) acetylation reactions with benzaldehydes or acetophenones in MeCN followed second‐order kinetics and afforded acetyl derivatives under kinetic conditions, irrespective of the nature of the oxychloride (SOCl 2 or POCl 3 ) used for the preparation of the VH reagent along with acetamide. The present finding contributes to the understanding of the nature of the reactive species of the VH reagent as well as of the acetylation mechanism.