22290-93-3Relevant academic research and scientific papers
Practical access to fluorescent 2,3-naphthalimide derivatives: Via didehydro-Diels-Alder reaction
Chen, Xia,Zhong, Cheng,Lu, Yuling,Yao, Meng,Guan, Zhenhua,Chen, Chunmei,Zhu, Hucheng,Luo, Zengwei,Zhang, Yonghui
supporting information, p. 5155 - 5158 (2021/05/31)
A practical and efficient approach for the synthesis of fluorescent 2,3-naphthalimide derivatives has been developed from readily available starting materials via an intramolecular didehydro-Diels-Alder reaction, which proceeded well under room temperature, exhibiting a wide substrate scope and good functional group tolerance. The practicability of this methodology has been verified by one-step synthesis of the environmentally sensitive fluorophore 6-DMN on a gram scale with a shorter time, fewer steps and less waste disposal, and without the utilization of toxic transition metals. The present experimental and computational studies support the crucial role of the propiolimide moiety in the transformation.
One-pot syntheses of blue-luminescent 4-aryl-1H-benzo[f]isoindole-1, 3(2H)-diones by T3P activation of 3-arylpropiolic acids
Deni?en, Melanie,Kraus, Alexander,Reiss, Guido J.,Müller, Thomas J.J.
supporting information, p. 2340 - 2351 (2017/11/16)
In situ activation of 3-arylpropiolic acids with T3P (n-propylphosphonic acid anhydride) initiates a domino reaction furnishing 4-arylnaphtho[2, 3-c]furan-1, 3-diones in excellent yields. Upon employing these anhydrides as reactive intermediates blue-lumi
2,3-Dichloro-5,6-dicyano-para-benzoquinone (DDQ)/methanesulfonic acid (MsOH)-mediated intramolecular arene-alkene oxidative coupling
Kim, Ko Hoon,Lim, Cheol Hee,Lim, Jin Woo,Kim, Jae Nyoung
supporting information, p. 697 - 704 (2014/04/03)
An efficient intramolecular arene-alkene oxidative coupling of 1,4-diaryl-1,3-butadienes has been developed involving the use of a 2,3-dichloro-5,6-dicyano-para-benzoquinone (DDQ)/acid catalyst. The reaction involves the generation of a radical cation by abstraction of an electron from the substrate with DDQ, an intramolecular Friedel-Crafts-type reaction, and the loss of hydrogen radical.
Synthesis and Reactions of N-Hydroxy-1-phenylnaphthalene-2,3-dicarboximide
Baddawy, H. A.,Hamed, A. A.,El-Beih, A. A.,Metwally, R. N.
, p. 112 - 114 (2007/10/02)
1-Phenylnaphthalene-2,3-dicarboxylic anhydride (I) reacts with hydroxylamine hydrochloride to give N-hydroxy-1-phenylnaphthalene-2,3-dicarboximide (II) which on pyrolysis forms 1-phenylnaphthalene-2,3-dicarboximide (III).The imide III is also obtained by
