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Efficient synthesis of 2-thioxo-1,3-thiazolanes from primary amines, CS2, and ethyl bromopyruvate

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Abstract

An efficient synthesis of 2-thioxo-1,3-thiazolanes is described via reaction of carbon disulfide, ethyl bromopyruvate, and primary amines.

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References

  • F Fringuelli R Girotti F Pizzo L Vaccaro (2006) Org Lett 8 2487 Occurrence Handle10.1021/ol060569q Occurrence Handle1:CAS:528:DC%2BD28Xkslylt7o%3D

    Article  CAS  Google Scholar 

  • MS Yusubov T Wirth (2005) Org Lett 7 519 Occurrence Handle10.1021/ol047363e Occurrence Handle1:CAS:528:DC%2BD2MXjtFGrtw%3D%3D

    Article  CAS  Google Scholar 

  • F Shibahara K Nozaki TJ Hiyama (2003) J Am Chem Soc 125 8555 Occurrence Handle10.1021/ja034447u Occurrence Handle1:CAS:528:DC%2BD3sXks12rtLY%3D

    Article  CAS  Google Scholar 

  • ED Caldas M Hosana Conceicüa MCC Miranda L Souza JF Lima (2001) J Agric Food Chem 49 4521 Occurrence Handle10.1021/jf010124a Occurrence Handle1:CAS:528:DC%2BD3MXmsVyrsbk%3D

    Article  CAS  Google Scholar 

  • AW Erian SM Sherif (1999) Tetrahedron 55 7957 Occurrence Handle10.1016/S0040-4020(99)00386-5 Occurrence Handle1:CAS:528:DyaK1MXktVegurs%3D

    Article  CAS  Google Scholar 

  • M Beji H Sbihi A Baklouti A Cambon (1999) J Fluorine Chem 99 17 Occurrence Handle10.1016/S0022-1139(99)00096-2 Occurrence Handle1:CAS:528:DyaK1MXlvVCmsro%3D

    Article  CAS  Google Scholar 

  • A Goel SJ Mazur RJ Fattah TL Hartman JA Turpin M Huang WG Rice E Appella JK Inman (2002) Bioorg Med Chem Lett 12 767 Occurrence Handle10.1016/S0960-894X(02)00007-0 Occurrence Handle1:CAS:528:DC%2BD38XhtlKqs7o%3D

    Article  CAS  Google Scholar 

  • T Mizuno I Nishiguchi T Okushi T Hirashima (1991) Tetrahedron Lett 32 6867 Occurrence Handle10.1016/0040-4039(91)80428-9 Occurrence Handle1:CAS:528:DyaK38XhtVGktbk%3D

    Article  CAS  Google Scholar 

  • C Rafin E Veignie M Sancholle D Postal C Len P Villa G Ronco (2000) J Agric Food Chem 48 5283 Occurrence Handle10.1021/jf0003698 Occurrence Handle1:CAS:528:DC%2BD3cXntVehurc%3D

    Article  CAS  Google Scholar 

  • C Len D Postal G Ronco P Villa C Goubert E Jeufrault B Mathon H Simon (1997) J Agric Food Chem 45 3 Occurrence Handle10.1021/jf9607371 Occurrence Handle1:CAS:528:DyaK2sXitVKltg%3D%3D

    Article  CAS  Google Scholar 

  • P Morf F Raimondi HG Nothofer B Schnyder A Yasuda JM Wessels TA Jung (2006) Langmuir 22 658 Occurrence Handle10.1021/la052952u Occurrence Handle1:CAS:528:DC%2BD2MXht1yiur%2FI

    Article  CAS  Google Scholar 

  • A McClain YL Hsieh (2004) J Appl Polym Sci 92 218 Occurrence Handle10.1002/app.13623 Occurrence Handle1:CAS:528:DC%2BD2cXhslOlsbo%3D

    Article  CAS  Google Scholar 

  • AD Dunn WD Rudorf (1989) Carbon Disulphide in Organic Chemistry Ellis Harwood Chichester, UK 226

    Google Scholar 

  • L Ronconi C Marzano P Zanello M Corsini G Miolo C Macca A Trevisan D Fregona (2006) J Med Chem 49 1648 Occurrence Handle10.1021/jm0509288 Occurrence Handle1:CAS:528:DC%2BD28Xht1eqsbc%3D

    Article  CAS  Google Scholar 

  • Elgemeie GH, Sayed SH (2001) Synthesis:1747

  • Chin-Hsien W (1981) Synthesis:622

  • I Yavari N Hosseini L Moradi (2008) Monatsh Chem 139 133 Occurrence Handle10.1007/s00706-007-0751-x Occurrence Handle1:CAS:528:DC%2BD1cXht1Knsrc%3D

    Article  CAS  Google Scholar 

  • I Yavari H Zare (2007) Monatsh Chem 138 787 Occurrence Handle10.1007/s00706-007-0680-8 Occurrence Handle1:CAS:528:DC%2BD2sXot1Cqsrc%3D

    Article  CAS  Google Scholar 

  • I Yavari Z Hossaini M Sabbaghan M Ghazanfarpour-Darjani (2007) Monatsh Chem 138 677 Occurrence Handle10.1007/s00706-007-0662-x Occurrence Handle1:CAS:528:DC%2BD2sXmsFWqtbw%3D

    Article  CAS  Google Scholar 

  • H Habibi L Mousavifar I Yavari MR Yazdanbakhsh (2007) Monatsh Chem 138 603 Occurrence Handle10.1007/s00706-007-0630-5 Occurrence Handle1:CAS:528:DC%2BD2sXlslCrt78%3D

    Article  CAS  Google Scholar 

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Correspondence to Issa Yavari.

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Correspondence: Issa Yavari, Chemistry Department, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran.

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Yavari, I., Seyfi, S., Hossaini, Z. et al. Efficient synthesis of 2-thioxo-1,3-thiazolanes from primary amines, CS2, and ethyl bromopyruvate. Monatsh Chem 139, 1479–1482 (2008). https://doi.org/10.1007/s00706-008-0953-x

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  • DOI: https://doi.org/10.1007/s00706-008-0953-x

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