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Synthesis 2011(9): 1447-1455  
DOI: 10.1055/s-0030-1259972
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of N-Fmoc-Protected Amino Alkyl Thiocyanates/Selenocyanates and Their Application in the Preparation of 5-Substituted S/Se-Linked Tetrazoles

Vommina V. Sureshbabu*, Basavalingappa Vasantha, Hosahalli P. Hemantha
Peptide Research Laboratory, Room No. 109, Department of Chemistry, Central College Campus, Dr. B. R. Ambedkar Veedhi, Bangalore University, Bangalore 560001, India
Fax: +91(80)22292848; e-Mail: sureshbabuvommina@rediffmail.com; e-Mail: hariccb@gmail.com; e-Mail: hariccb@hotmail.com;
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Publication History

Received 6 January 2011
Publication Date:
25 March 2011 (online)

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Abstract

A novel class of N-Fmoc-protected amino alkyl thiocyanates/selenocyanates has been prepared by thiocyanation/selenocyanation of the corresponding alkyl iodides. These thiocyanates/selenocyanates undergo a facile [2+3]-cycloaddition reaction with sodium azide to afford novel N-Fmoc amino alkyl S/Se-linked tetrazoles.

Key words

amino acid derivatives - thiocyanates - selenocyanates - [2+3] cycloaddition - S/Se-linked tetrazoles

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29

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