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I2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates

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Abstract

The present work describes an unexpected and unique protocol for the iodine catalysed synthesis of o-ureidobenzonitriles using o-aminobenzamides and isothiocyanates via intramolecular rearrangement. The metal-free route achieved here is insensitive to moisture and applicable to the synthesis of a wide variety of o-ureidobenzonitriles with excellent yields even in a scalable fashion.

Graphical abstract: I2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates

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Article information


Submitted
18 Jan 2020
Accepted
16 Mar 2020
First published
17 Mar 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

I2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates

S. Shamanth, N. Chaithra, M. Gurukiran, M. Mamatha, N. K. Lokanath, K. S. Rangappa and K. Mantelingu, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00118J

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