One-Pot Synthesis of Spiro-isobenzofuran Compounds via the Sequential Condensation/Oxidation Reaction of Ninhydrin with 4-Amino-1,2-naphthoquinones/2-Amino-1,4-naphthoquinones under Mild Conditions

Autor:	Satoru Arimitsu, Zohreh Roshan, Azar Jamaleddini, Mohammad Reza Mohammadizadeh, Seyedeh Hekmat Mousavi
Jazyk:	angličtina
Rok vydání:	2020
Předmět:	Indole test Isobenzofuran General Chemical Engineering One-pot synthesis Phenazine General Chemistry Condensation reaction Medicinal chemistry Article Chemistry Acetic acid chemistry.chemical_compound chemistry Yield (chemistry) Ninhydrin QD1-999
Zdroj:	ACS Omega ACS Omega, Vol 5, Iss 29, Pp 18273-18288 (2020)
ISSN:	2470-1343
Popis:	A one-pot route for the synthesis of spiro-isobenzofuran compounds was developed via the condensation reaction of ninhydrin with 4-amino-1,2-naphthoquinones or 2-amino-1,4-naphthoquinones in acetic acid followed by the oxidative cleavage of the corresponding vicinal diols at room temperature. Various derivatives of spiro[benzo[g]indole-2,1'-isobenzofuran]-3,3',4,5(1H) tetraones and spiro[benzo[f]pyrrolo[2,3-h]quinoxaline-2,1'-isobenzofuran]-3,3'(1H)-diones were synthesized in good to high yields. Moreover, further condensation of spiro[benzo[g]indole-2,1'-isobenzofuran]-3,3',4,5(1H)-tetraones with 1,2-diamines resulted in the new spiro-isobenzofuran compounds having phenazine rings in high yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a1d40246411cce0cb9add4887edb8b1f http://europepmc.org/articles/PMC7392522 Zobrazit plný text záznamu