Preparation of N-Arylquinazolinium Salts via a Cascade Approach

Autor:	Mani Ramanathan, Jing Wan, Shiuh-Tzung Liu
Rok vydání:	2019
Předmět:	Thesaurus (information retrieval) Information retrieval 010405 organic chemistry Cascade Chemistry Organic Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences
Zdroj:	The Journal of Organic Chemistry. 84:7459-7467
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.9b00601
Popis:	An easy manipulation method for the preparation of N-arylquinazolinium salts is described from readily available aryldiazonium salts, nitriles, and 2-aminoarylketones in a one-pot operation. This method relies on the in situ generation of the N-arylnitrilium intermediate from the reaction of aryldiazonium salt with nitrile, which undergoes amination/cascade cyclization/aromatization, leading to N-arylquinazolinium salts in excellent yields. Nucleophilic addition of alkoxide to these N-arylquinazolinium salts provides functionalized dihydro- N-arylquinazoline.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::eadfad3309766709cde911622e28ba52 https://doi.org/10.1021/acs.joc.9b00601 Zobrazit plný text záznamu