ArticleAngewandte Chemie (International ed. in English)2024
Deprotective Functionalization: A Direct Conversion of Nms-Amides to Carboxamides Using Carboxylic Acids.
Article in Angewandte Chemie (International ed. in English), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Deprotective Functionalization: An Emerging Concept for Amine Reactivity.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Steric Effects ofMolecules (Basel, Switzerland) · 2025Article
- β-Phenethylamine Synthesis: N-Pyridinium Aziridines as Latent Dual Electrophiles.Angewandte Chemie (International ed. in English) · 2024Article
- Deprotective Functionalization: A Direct Conversion of Nms-Amides to Carboxamides Using Carboxylic Acids.Angewandte Chemie (International ed. in English) · 2024Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The nature of protecting group chemistry necessitates a deprotection step to restore the initially blocked functionality prior to further transformation. As this aspect of protecting group manipulation inevitably adds to the step count of any synthetic sequence, the development of methods enabling simultaneous deprotection and functionalization ("deprotective functionalization"-distinct from "deprotection followed by functionalization") is appealing, as it has the potential to improve efficiency and streamline synthetic routes. Herein, we report a deprotective functionalization of the newly introduced Nms-amides guided by density functional theory (DFT) analysis, which exploits the inherent Nms reactivity. Mechanistic studies further substantiate and help rationalize the exquisite reactivity of Nms-amides, as other commonly used protecting groups are shown not to exhibit the same reactivity patterns. The practicality of this approach was ultimately demonstrated in selected case studies.
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