Divergent Synthesis of 3-Hydroxyfluorene and 4-Azafluorene Derivatives from ortho-Alkynylarylketones

Autor:	Pavitra Laohapaisan, Somsak Ruchirawat, Jumreang Tummatorn, Pennapa Chuangsoongnern, Charnsak Thongsornkleeb
Rok vydání:	2019
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry 010405 organic chemistry Indenone Organic Chemistry Salt (chemistry) Organic chemistry Ammonium 010402 general chemistry 01 natural sciences Divergent synthesis 0104 chemical sciences
Zdroj:	The Journal of Organic Chemistry. 84:14451-14460
ISSN:	1520-6904 0022-3263
Popis:	A divergent synthesis of 3-hydroxyfluorene and 4-azafluorene derivatives has been developed. ortho-Alkynylarylketone was employed as the substrates to react with molecular iodine leading to the generation of a common intermediate, indenone precursor. This precursor could lead to the diversified products when the reaction was carried out under different conditions. The indenone intermediate was converted to the corresponding 3-hydroxyfluorene products under basic conditions while the reaction in the presence of ammonium salt provided 4-azafluorene products. This divergent method could be applied to a broad range of substrates to give the corresponding products in moderate to good yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::45c106eda236d8d0bec18c08f5733206 https://doi.org/10.1021/acs.joc.9b01825 Zobrazit plný text záznamu