Purification free, chemoselective N-acylation of non-nucleophilic nitrogen heterocycles using oxyma and benzotriazole activations

Autor:	Alice R. Robert, Himavathi Ganja, Kerru Nagaraju, Thoota Sandeep Kumar, Suresh Maddila, Pamerla Muralidhar
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Benzotriazole 010405 organic chemistry Substrate (chemistry) General Chemistry Pyrazole 010402 general chemistry 01 natural sciences Aldehyde 0104 chemical sciences Solvent chemistry.chemical_compound chemistry Nucleophile Nitro Organic chemistry Imidazole
Zdroj:	Chemical Data Collections. 32:100654
ISSN:	2405-8300
DOI:	10.1016/j.cdc.2021.100654
Popis:	The chemoselective N-acylation of non-nucleophilic nitrogen heterocycles including indoles, pyrroles, pyrazole, and imidazole using ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) under ambient conditions, which eludes purification and proceeds relatively fast with excellent yields, is reported. The substrate scope is broad, and the methodology is tolerant towards many other functional groups such as ester, aldehyde, nitro, iodo, bromo, cyano, and others. In addition to the methodology, the effect of base, solvent, temperature, and the mechanistic pathway is studied.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5bd3d3e31bf91dd88df09a18853402cc https://doi.org/10.1016/j.cdc.2021.100654 Zobrazit plný text záznamu Full Text from ScienceDirect