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Microwave Induced Facile One-Pot Access to Diverse 2-Cyanobenzothiazole-A Key Intermediate for the Synthesis of Firefly Luciferin

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Abstract:

An eco-friendly one-step preparation of various substituted 2-cyanobenzothiazole by condensation of corresponding substituted ortho-aminothiophenol with ethyl cyanoformate, employing an effective amount of Lawesson’s reagent, under microwave irradiation (MWI) and solvent free conditions is presented. The structures of the compounds were elucidated with the aid of elemental analysis, IR, 1H-NMR and mass spectral data. The targeted various substituted 2-cyanobenzothiazole are obtained in good yields and high purity.

Info:

Periodical:
International Letters of Chemistry, Physics and Astronomy (Volume 44)
Pages:
81-89
Citation:
N. P. Prajapati et al., "Microwave Induced Facile One-Pot Access to Diverse 2-Cyanobenzothiazole-A Key Intermediate for the Synthesis of Firefly Luciferin", International Letters of Chemistry, Physics and Astronomy, Vol. 44, pp. 81-89, 2015
Online since:
January 2015
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Cited By:

[1] S. Kanie, T. Nishikawa, M. Ojika, Y. Oba, "One-pot non-enzymatic formation of firefly luciferin in a neutral buffer from p-benzoquinone and cysteine", Scientific Reports, Vol. 6, 2016

DOI: https://doi.org/10.1038/srep24794

[2] S. Kanie, R. Nakai, M. Ojika, Y. Oba, "2- S -cysteinylhydroquinone is an intermediate for the firefly luciferin biosynthesis that occurs in the pupal stage of the Japanese firefly, Luciola lateralis", Bioorganic Chemistry, 2018

DOI: https://doi.org/10.1016/j.bioorg.2018.06.028