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Current Organocatalysis


ISSN (Print): 2213-3372
ISSN (Online): 2213-3380

Imidazol-1-yl-acetic Acid as a Green Simple Bifunctional Organocatalyst for the Regioselective Conversion of Epoxides to 1,2-azido Alcohols and β-hydroxythiocyanates

Author(s): Simin Nazari, Nasir Iravani, Amanollah Zarei Ahmady, Masoumeh Vafaee-nezhad and Mosadegh Keshavarz

Volume 1 , Issue 1 , 2014

Page: [7 - 12] Pages: 6

DOI: 10.2174/2213337201666140303235842


Imidazol-1-yl-acetic acid is introduced as a new, efficient and recyclable green bifunctional organocatalyst for the synthesis of β-hydroxythiocyanate and 1,2-azido alcohols under mild conditions. This catalyst can be recovered by simple filtration and recycled up to 8 consecutive runs without losing any of its efficiency. Various advantages associated with this protocol include simple workup procedure, short reaction times, high product yields, greater regioselectivity.

Keywords: Imidazol-1-yl-acetic acid, epoxide, ring opening, bifunctional organocatalyst, sodium azide, sodium thiocyanate. green chemistry, nucleophile, electrophile, regioselective.

Graphical Abstract

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