15875-55-5Relevant academic research and scientific papers
Rapid and selective synthesis of spiropyrazolines and pyrazolylphthalides employing Seyferth-Gilbert reagent
Gupta, Ashis Kumar,Vaishanv, Narendra Kumar,Kant, Ruchir,Mohanan, Kishor
, p. 6411 - 6415 (2017)
An unexpected product-selectivity in the reaction of 2-arylideneindane-1,3-dione with dimethyl diazomethylphosphonate leading to the formation of two different types of products is reported. The reaction carried out in acetone in the presence of catalytic amount of cesium fluoride afforded spiropyrazoline phosphonates via 1,3-dipolar cycloaddition reaction, whereas the reaction in methanol yielded an interesting class of pyrazolylphthalides. This strategy provides an efficient alternative method for the construction of pyrazolylphthalides, and moreover, the process is general, works under mild conditions, and exhibits high functional group compatibility.
Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides
Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan
supporting information, p. 18776 - 18780 (2021/10/26)
A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.
A vinylogous Michael addition-triggered quadruple cascade reaction for the enantioselective generation of multiple quaternary stereocenters
Yang, Shu-Mei,Karanam, Praneeth,Wang, Min,Jang, Yeong-Jiunn,Yeh, Yu-Sheng,Tseng, Ping-Yao,Ganapuram, Madhusudhan Reddy,Liou, Yan-Cheng,Lin, Wenwei
supporting information, p. 1398 - 1401 (2019/02/05)
An efficient organocatalytic quadruple cascade reaction resulting in spiroxindole scaffolds bearing five quaternary stereocenters is reported. The complex cascade reaction is triggered by the scarcely explored vinylogous Michael addition of 3-alkylidene o
An enantioselective cascade for simultaneous generation of five quaternary stereocenters from fully substituted enones
Yang, Shu-Mei,Reddy, Ganapuram Madhusudhan,Wang, Tzu-Ping,Yeh, Yu-Sheng,Wang, Min,Lin, Wenwei
supporting information, p. 7649 - 7652 (2017/07/12)
A highly enantioselective cascade reaction for the generation of five quaternary stereocenters in one-pot operation is reported for the first time in the history of organic synthesis. Cinchona-alkaloid derived hydrogen-bonding catalyst furnished structurally complex cascade products from simple substrates in excellent yields and stereoselectivities.
Chemo- and Diastereoselective Construction of Indenopyrazolines via a Cascade aza-Michael/Aldol Annulation of Huisgen Zwitterions with 2-Arylideneindane-1,3-diones
Li, Yuming,Zhang, Haikun,Wei, Rong,Miao, Zhiwei
supporting information, p. 4158 - 4164 (2017/10/11)
A cascade aza-Michael/Aldol annulation of 2-arylideneindane-1,3-diones with in situ generated Huisgen zwitterions has been developed. This reaction afforded the desired products in moderate to good yields (up to 87%) with excellent chemo- and diastereoselectivity (up to 20:1). This strategy allows facile diastereoselective preparation of biologically important indenopyrazoline derivatives containing two contiguous chiral centers including a quaternary stereogenic center. (Figure presented.).
Unexpected formation of fluorine-containing multiply substituted dispirocyclohexanes from the reaction of ethyl-4,4,4-trifluoro-1,3- dioxobutanoate and 2-arylideneindane-1,3-diones
Dai, Baifan,Song, Liping,Wang, Pengyuan,Yi, Hai,Cao, Weiguo,Jin, Guifang,Zhu, Shizheng,Shao, Min
scheme or table, p. 1842 - 1846 (2009/12/04)
In the presence of a catalytic amount of piperidine (10 mol%), reaction of ethyl 4,4,4-trifluoro-3-oxobutanoate 3 and 2-arylidene-indane-1,3-diones 4 gave the unexpected fluorine-containing multiply substituted dispirocyclohexanes 5 in good yields. The st
Triphenylarsine-catalyzed cyclopropanation: Highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2′-indan-1′, 3′-dione] from alkene and phenacyl bromide
Ren, Zhongjiao,Cao, Weiguo,Tong, Weiqi,Chen, Jie,Deng, Hongmei,Wu, Danyi
, p. 2200 - 2214 (2008/09/21)
The triphenylarsine-catalyzed approach for the highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2′-indan-1′, 3′-dione] with alkenes and phenacyl bromide in organic solvent is described. The triphenylarsine-catalyzed cyclopropanat
Solvent-free synthesis of 2-arylideneindan-1,3-diones in the presence of magnesium oxide or silica gel under grinding
Wu, Danyi,Ren, Zhongjiao,Cao, Weiguo,Tong, Weiqi
, p. 3157 - 3162 (2007/10/03)
The solvent-free synthesis of 2-arylideneindan-1,3-diones can be achieved in the presence of MgO or silica gel under grinding. This process is simple, efficient, and environmentally benign. Copyright Taylor & Francis, Inc.
Discovery of the first series of inhibitors of human papillomavirus type 11: Inhibition of the assembly of the E1-E2-Origin DNA complex
Yoakim, Christiane,Ogilvie, William W.,Goudreau, Nathalie,Naud, Julie,Hache, Bruno,O'Meara, Jeff A.,Cordingley, Michael G.,Archambault, Jacques,White, Peter W.
, p. 2539 - 2541 (2007/10/03)
We have discovered a series of inhibitors of the assembly of the HPV11 E1-E2-origin DNA complex, which incorporate an indandione fused to a substituted tetrahydrofuran.
