3265-16-5Relevant academic research and scientific papers
Method for synthesizing isoindigo derivative through visible light catalysis
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Paragraph 0031-0046, (2021/10/11)
The invention belongs to the technical field of chemical pharmacy and fine chemical preparation, and particularly relates to a method for synthesizing isoindigo derivatives through visible light catalysis. The main technical scheme is as follows: under the common action of the catalyst and visible light, the compound 1 undergoes a dimerization reaction to obtain the isoindigo derivative. To the method for synthesizing the isoindigo derivative through visible light catalysis, a simple, high-efficiency and green and environment-friendly novel method is provided, and the method has wide application in the technical fields of chemical pharmacy and fine chemical preparation.
NaI-mediated divergent synthesis of isatins and isoindigoes: A new protocol enabled by an oxidation relay strategy
Zhang, Hong-Hua,Wang, Yong-Qiang,Huang, Long-Tao,Zhu, Long-Qing,Feng, Yi-Yue,Lu, Ying-Mei,Zhao, Quan-Yi,Wang, Xue-Qiang,Wang, Zhen
supporting information, p. 8265 - 8268 (2018/07/29)
A new approach for the synthesis of isatins and isoindigoes by an inexpensive and environmentally friendly NaI-mediated transformation is disclosed. The selectivity could be switched by simply varying the solvent, and isatins (using THF) and isoindigoes (using DMSO) could be obtained in moderate to excellent yields.
Enantioselective synthesis of (-)-idiospermuline
Overman, Larry E.,Peterson, Emily A.
, p. 6905 - 6919 (2007/10/03)
The enantioselective total synthesis of the nonacyclic polypyrrolidinoindoline (-)-idiospermuline is described. Stereocontrolled formation of the vicinal quaternary carbon centers is achieved in a single step by dialkylation of an unsymmetrical prostereog
Reactivity of Carbenes and Related Compounds towards Molecular Nitrogen
Grieve, Duncan M. A.,Lewis, Graham E.,Ravenscroft, Michael D.,Skrabal, Peter,Sonoda, Takaaki,et al.
, p. 1427 - 1443 (2007/10/02)
The thermal N2 exchange of a number of 15N-labelled diazo compounds was studied in solution.The compounds involved were 3-diazo-1-methylindolin-2-one (1), 9-diazafluorene (2), 5-diazo-1,3-cyclopentadiene-1,2,3,4-tetracarbonitrile (3), 2-diazo-2H-imidazole-4,5-dicarbonitrile (4), 4-diazocyclohexa-2,5-dienone (5), and the conjugate acids of 4 and 5, namely 4,5-dicyano-1H-imidazole-2-diazonium ion (6) and 4-hydroxybenzenediazonium ion (7).Only 1, 4, 6, and 7 exchange their diazo group with 'external' molecular N2.The results are explained on the hypothesis that only organic species which have an empty ? orbital and which are effective in ? electron back-donation are able to react with N2.Thus, reaction with carbenes is likely to occur only if the carbene is in the 1A2 singlet state and if its electrophilicity is high.
New Olefin and Oxiran Syntheses from Carbonyl Compounds, and Diethyl Sodiophosphonate Anions and 1-Aminophosphonate Amino-anions
Minami, Toru,Matsuzaki, Narihide,Ohshiro, Yoshiki,Agawa, Toshio
, p. 1731 - 1738 (2007/10/02)
Reaction of aromatic aldehydes, and phthalic and thiophthalic anhydrides, with diethyl sodiophosphonate (1) gives the trans-stilbenes (3), 3,3'-biphthalidylidene (30), and 3,3'-bis-(2-thiophthalidylidene) (33).Similar treatment of fluorenone (8) and xanthone (17) with (1) leads to 9,9'-bis(fluororenylidene) (9) and 9,10-dihydro-9-oxophenanthrene-10-spiro-9'-fluorene (10), and to 9,9'-bixanthenylidene (18) and 9,9'-bixanthenyl (19), respectively, but the reaction using anthrone (11) as a carbonyl reagent yields only anthraquinone (12) and anthracene (13).Similar treatment using N-methylisatoic anhydride (34) and N-methylisatin (36) produces NN'-dimethylisoindigo (35).Reaction of benzaldehyde and p-chlorobenzaldehyde with diethyl 1--cyclohexylphosphonate (40) gives mainly corresponding mixtures of trans- (41a,b) and cis-stilbene epoxides (42a,b), while similar treatment of p-nitrobenzaldehyde with (40) produces 4,4'-dinitrostilbene (3e).Reaction of (8) with (40), as well as with (1), gives (9) and (10).The mechanism of formation of these products is discussed.
