Selenium Radical-Triggered Spiro-Tricyclization of N-Aryl-N-(2-hydroxyethyl)propiolamides

Autor:	Guanyinsheng Qiu, Jin-Biao Liu, Wenlin Xie, Huilin Xie, Feng Pan, Yu-Chao Wang
Rok vydání:	2022
Předmět:	Organic Chemistry Catalysis
Zdroj:	Synthesis. 54:3105-3113
ISSN:	1437-210X 0039-7881
DOI:	10.1055/a-1775-2910
Popis:	A blue LED-promoted dearomative oxo-spirocyclization of N-aryl-N-(2-hydroxyethyl)propiolamides is developed. The reaction works well to provide a series of selenium-containing benzo[b]pyrrolo[2,1-c][1,4]oxazine-3,9-diones with high efficiency and good tolerance for functional groups. Besides, diselenium-containing benzo[b]pyrrolo[2,1-c][1,4]oxazine-3,9-diones can also be efficiently synthesized in the presence of Oxone. In this process, it is believed that a selenium radical-triggered ipso-cyclization and oxo-Michael addition are involved. Further applications using the prepared products in bioactivity assay is currently underway.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5299e564396dda9a0a2e54e44320956a https://doi.org/10.1055/a-1775-2910 Zobrazit plný text záznamu