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Issue 12, 2017
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PEG-600 mediated one-pot reaction of 3-acetyl-2H-chromen-2-one with heterylthiols and phenylthioureas using tetrabutylammonium tribromide as an efficient green reagent

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Abstract

A simple method for the one-pot reaction of 3-acetyl-2H-chromen-2-one with different heterylthiols and phenylthioureas under green conditions using tetrabutylammonium tribromide (TBATB) as an efficient reagent has been described. 3-Acetyl-2H-chromen-2-one was reacted with TBATB in acetic acid to give 3-(2-bromoacetyl)-2H-chromen-2-one. Poly(ethylene glycol) 600 (PEG-600) was found to be the effective solvent for this reaction. Thus, a one-pot reaction of equimolar amounts of 3-acetyl-2H-chromen-2-one, TBATB and heterylthiols or phenylthioureas, resulted in the formation of heterylthioacetylcoumarins or coumarinylthiazoles, respectively. The effect of the solvent on these reactions was studied. The merits of this preparation are the mild reaction conditions, easy workup, good yields and use of PEG-600 as a green reaction medium.

Graphical abstract: PEG-600 mediated one-pot reaction of 3-acetyl-2H-chromen-2-one with heterylthiols and phenylthioureas using tetrabutylammonium tribromide as an efficient green reagent

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Publication details

The article was received on 12 Feb 2017, accepted on 09 May 2017 and first published on 09 May 2017


Article type: Paper
DOI: 10.1039/C7NJ00504K
Citation: New J. Chem., 2017,41, 5168-5175
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    PEG-600 mediated one-pot reaction of 3-acetyl-2H-chromen-2-one with heterylthiols and phenylthioureas using tetrabutylammonium tribromide as an efficient green reagent

    D. Srikrishna and P. Kumar Dubey, New J. Chem., 2017, 41, 5168
    DOI: 10.1039/C7NJ00504K

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