250160-25-9Relevant academic research and scientific papers
Dispirofluorene-indenofluorene (DSFIF): Synthesis, electrochemical, and optical properties of a promising new family of luminescent materials
Horhant, David,Liang, Jing-Jing,Virboul, Morgane,Poriel, Cyril,Alcaraz, Gilles,Rault-Berthelot, Joelle
, p. 257 - 260 (2006)
A series of new dispiro[fluorene-9′,6,9″,12-indeno[1,2b] fluorenes] (DSFIFs) that combine indenofluorene (IF) and spirobifluorene (SBF) architectural specificities have been prepared. Their anodic oxidations lead to the formation of nonsoluble transparent
Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents
Xu, Lijun,Liu, Zhubo,Dong, Weipeng,Song, Jinyu,Miao, Maozhong,Xu, Jianfeng,Ren, Hongjun
supporting information, p. 6333 - 6337 (2015/06/08)
A copper-free allylic arylation reaction between 3,3-disubstituted allylic halides and triazene-softened aryl Grignard reagents has been developed. This protocol presents a direct and efficient way to construct both α- or γ-isomers with high regioselectivity under environmentally benign conditions. Various functional groups can be tolerated in the reaction and the products are of high value for multiple synthetic applications. The α- and γ-isomers can be converted to the corresponding 3H-indole and indole derivatives in multigram scale respectively.
Copper-catalyzed cascade cyclization reaction of 2-haloaryltriazenes and sodium azide: Selective synthesis of 2 H-benzotriazoles in water
Shang, Xiaobo,Zhao, Shixian,Chen, Wanzhi,Chen, Chao,Qiu, Huayu
supporting information, p. 1825 - 1828 (2014/03/21)
A new approach to the synthesis of 2 H-benzotriazoles is described. This strategy is based on the copper-catalyzed Ci￡N coupling of 2-haloaryltriazenes or 2-haloazo compounds with sodium azide and the intramolecular addition of nitrene to N=N bonds. This approach allows the synthesis of various N-amino- and N-aryl-2 H-benzotriazoles in water, in good to excellent yields. The procedure is simple and the starting materials and catalyst are easily available, offering a practical and convenient synthetic route to 2-substituted benzotriazoles.
General and efficient synthesis of indoles through triazene-directed c-h annulation
Wang, Chengming,Sun, Huan,Fang, Yan,Huang, Yong
supporting information, p. 5795 - 5798 (2013/06/27)
Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl-alkyl and alkyl-alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring-contraction-triggered N-N bond cleavage. It allows rapid conversion of the reaction products into several functional molecules. Copyright
Preparation of polyfunctional aryl azides from aryl triazenes. A new synthesis of ellipticine, 9-methoxyellipticine, isoellipticine, and 7-carbethoxyisoellipticine
Liu, Ching-Yuan,Knochel, Paul
, p. 7106 - 7115 (2008/02/11)
(Chemical Equation Presented) The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3·OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.
A versatile synthetic route to dehydrobenzoannulenes via in situ generation of reactive alkynes
Bell, Michael L,Chiechi, Ryan C,Johnson, Charles A,Kimball, David B,Matzger, Adam J,Brad Wan,Weakley, Timothy J.R,Haley, Michael M
, p. 3507 - 3520 (2007/10/03)
This paper outlines the development of a protocol that allows in situ generation of unstable alkynes under Pd-catalyzed cross-coupling conditions. Cu-mediated intramolecular cyclization of the resultant α,ω-polyynes provides dehydrobenzoannulenes as singular species, in very good overall yields, and in a variety of topologies that are inaccessible by traditional routes or previously available in low yield only. In addition, we will discuss the solid-state structure and reactivity of these macrocycles, as well as the ability of the planar dehydrobenzoannulenes to support weak induced ring currents.
