15875-52-2Relevant academic research and scientific papers
C(sp3)-H Bond Functionalization of Benzo [c] oxepines via C-O bond Cleavage: Formal [3+3] Synthesis of Multisubstituted Chromans
Wang, Miao,Tang, Bo-Cheng,Xiang, Jia-Chen,Cheng, Yan,Wang, Zi-Xuan,Ma, Jin-Tian,Wu, Yan-Dong,Wu, An-Xin
, p. 3409 - 3416 (2018)
An efficient base-promoted C(sp3)-H bond functionalization strategy for the synthesis of multisubstituted chromans from the formal [3+3] cycloaddition of benzo[c]oxepines and electron-rich phenols has been developed. The corresponding 4H-chrome
Generation of o-quinodimethanes (o-QDMs) from benzo[c]oxepines and the synthetic application for polysubstituted tetrahydronaphthalenes
Wang, Jungang,Wang, Miao,Xiang, Jiachen,Xi, Hailing,Wu, Anxin
, p. 7687 - 7694 (2015)
A novel method for the generation of o-quinodimethane (o-QDM) intermediates is reported using a mild and efficient base-promoted ring-opening of benzo[c]oxepines. Among the benzo[c]oxepines studied, indanone containing analogues demonstrated the greatest
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.
Phosphine-Catalyzed Cascade Michael Addition/[4+2] Cycloaddition Reaction of Allenoates and 2-Arylidene-1,3-indanediones
Shi, Wangyu,Mao, Biming,Xu, Jiaqing,Wang, Qijun,Wang, Wei,Wu, Yongjun,Li, Xuefeng,Guo, Hongchao
supporting information, p. 2675 - 2680 (2020/03/26)
The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields wi
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 (2017/08/10)
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.
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.).
Phosphine-catalyzed [4 + 2] annulation of γ-substituent allenoates: Facile access to functionalized spirocyclic skeletons
Li, Erqing,Huang, You,Liang, Ling,Xie, Peizhong
supporting information, p. 3138 - 3141 (2013/07/26)
The first phosphine-catalyzed [4 + 2] annulation of γ-substituted allenoates with 2-arylidene-1H-indene-1,3(2H)-diones is disclosed. In the reaction, the γ-substituted allenoate serves as a new type of 1,4-dipolar synthon; this broadens the application of
A series of spirocyclic analogues as potent inhibitors of bacterial phenylalanyl-tRNA synthetases
Yu, Xiang Y.,Finn, John,Hill, Jason M.,Wang, Zhong G.,Keith, Dennis,Silverman, Jared,Oliver
, p. 1339 - 1342 (2007/10/03)
We have identified a series of spirocyclic furan and pyrrolidine inhibitors of Enterococeus faecalis and Staphylococcus aureus phenylalanyl-tRNA synthetases. The most potent analogue 1b showed IC50=5 nM (E. faecalis PheRS) and IC50=2
