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Issue 19, 2017
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Facile one-pot synthesis of 2-amino-1,3,4-oxadiazole tethered peptidomimetics by molecular-iodine-mediated cyclodeselenization

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Abstract

Synthesis of 2-amino-1,3,4-oxadiazole tethered peptidomimetics is described by reaction of Nα-protected amino acid hydrazides with isoselenocyanato esters in one pot. The molecular-iodine-mediated cyclodeselenization of in situ generated selenosemicarbazide intermediates resulted in facile formation of 2-amino-1,3,4-oxadiazoles under mild conditions at excellent yields. The method employs environmentally benign iodine as the cyclizing agent and thereby avoids the harsh conditions employed in existing routes.

Graphical abstract: Facile one-pot synthesis of 2-amino-1,3,4-oxadiazole tethered peptidomimetics by molecular-iodine-mediated cyclodeselenization

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Publication details

The article was received on 26 Jun 2017, accepted on 16 Aug 2017 and first published on 18 Aug 2017


Article type: Paper
DOI: 10.1039/C7NJ02278F
Citation: New J. Chem., 2017,41, 11225-11229
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    Facile one-pot synthesis of 2-amino-1,3,4-oxadiazole tethered peptidomimetics by molecular-iodine-mediated cyclodeselenization

    L. Santhosh, C. Srinivasulu, S. Durgamma, G. Prabhu and V. V. Sureshbabu, New J. Chem., 2017, 41, 11225
    DOI: 10.1039/C7NJ02278F

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