PhNCO-enabled synthesis of secondary amides from N-(2-aminophenyl)benzamides

Literature Information

Publication Date 2023-12-06
DOI 10.1039/D3NJ04995G
Impact Factor 3.591
Authors

Karthick Govindan, Nian-Qi Chen, Alageswaran Jayaram


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Abstract

We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible N-(2-aminophenyl)benzamide and phenyl isocyanate. Notably, the leaving group can be easily recuperated as a carbonylated N-heterocycle, which holds notable relevance in pharmaceutical applications. The crux of this strategy involves a sequential nucleophilic/intramolecular addition process of phenyl isocyanate, followed by transamidation. Moreover, the protocol features atom-economy, practicality, a one-pot two-step reaction, and facile preparation of substrates.

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Source Journal

New Journal of Chemistry

New Journal of Chemistry
CiteScore: 5.3
Self-citation Rate: 3.7%
Articles per Year: 2153

NJC (New Journal of Chemistry) is a broad-based primary journal encompassing all branches of chemistry and its sub-disciplines. It contains full research articles, communications, perspectives and focus articles. This well-established journal, owned by the Centre National de la Recherche Scientifique (CNRS) of France, has been co-published with the Royal Society of Chemistry since January 1998. NJC is the forum for the publication of high-quality, original and significant work that opens new directions in chemistry or other scientific disciplines. In addition to having a significant chemical component, work published in NJC must demonstrate that it will have an impact on areas of research other than that of the reported work.

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