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Pyrazinium Di(hydrogen sulfate) as a Novel, Highly Efficient and Homogeneous Catalyst for the Condensation of Enolizable Ketones with Aldehydes, Acetonitrile and Acetyl Chloride
Author(s) -
Khazaei Ardeshir,
Zolfigol Mohammad Ali,
Mokhlesi Mohammad,
Zare Abdolkarim,
DerakhshanPanah Fatemeh,
Merajoddin Maria,
Keypour Hassan,
DehghaniFirouzabadi Ahmad Ali
Publication year - 2012
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201100383
Subject(s) - chemistry , catalysis , ketone , acetonitrile , alkyl , condensation , organic chemistry , chloride , hydrogen chloride , sulfate , sulfonic acid , acetyl chloride , salt (chemistry) , physics , thermodynamics
A highly efficient protocol for the synthesis of β‐acetamido ketone or ester derivatives in the presence of pyrazinium di(hydrogen sulfate) {Py(OSO 3 H) 2 } as a novel, green and homogeneous solid acid catalyst at room temperature is described. One‐pot multi‐component condensation of enolizable ketones or alkyl acetoacetates with aldehydes, acetonitrile and acetyl chloride affords the title compounds in high to excellent yields and in relatively short reaction times. In this work, the efficiency of our recently reported solid acid catalyst, saccharin sulfonic acid (Sa‐SO 3 H), in the synthesis of β‐acetamido ketones/esters is also studied. Moreover, in this research, some new β‐acetamido ketones and esters (i.e. one complex structure) are prepared.