I-2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates

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 wi...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 14; pp. 2678 - 2684
Main Authors Shamanth, Sadashivamurthy, Chaithra, Nagaraju, Gurukiran, Mahesha, Mamatha, Mahesha, Lokanath, N. K., Rangappa, Kanchugarakoppal S., Mantelingu, Kempegowda
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 08.04.2020
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
MILD
AMINES
DERIVATIVES
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Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00118j