58809-90-8Relevant academic research and scientific papers
Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones
Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian
supporting information, p. 4436 - 4440 (2021/05/26)
The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.
A [4+3] Cycloaddition Reaction of Aza-ortho-quinone Methides with C,N-Cyclic Azomethine Imines for Synthesis of 1,2,4-Triazepines
Wang, Xinyue,Li, Zefei,Feng, Chang,Zhen, Qi,Guo, Mingzhang,Yao, Yaning,Zou, Xinyu,Wang, Pengfei,Hou, Yunlei,Gong, Ping
supporting information, p. 2090 - 2096 (2021/09/06)
The base-induced formal [4+3] cycloaddition reaction of C,N-cyclic azomethine imines with aza-ortho-quinone methides, generated in situ, is reported. This protocol provided an efficient method for the synthesis of biologically important 1,2,4-triazepine derivatives, with a wide substrate scope and excellent functional-group tolerance, and it gives moderate to excellent yields under mild conditions. Several of the derivatives exhibited in vitro antitumor activities against the A2780 cell line in a screening of the cancer cell lines HCT-116, H2228, and A2780 by an MTT assay.
Acid-Promoted [3 + 1 + 1] Cyclization of N-Tosylhydrazones and Isocyanides: A Method for the Preparation of 4,5-Diaminopyrazoles
Zhang, Qian,Tang, Meng,Zhang, Siyu,Wei, Zeyang
supporting information, p. 5182 - 5186 (2020/07/04)
A facile method for the preparation of 4,5-diaminopyrazoles from N-tosylhydrazones and isocyanides was developed. The reaction was general for a wide range of substrates, and it demonstrated excellent tolerance to a variety of substituents. More important
Direct Activation of Unmodified Morita-Baylis-Hillman Alcohols through Phosphine Catalysis for Rapid Construction of Three-Dimensional Heterocyclic Compounds
Zhou, Leijie,Yuan, Chunhao,Zeng, Yuan,Wang, Qijun,Wang, Chang,Liu, Min,Wang, Wei,Wu, Yongjun,Zheng, Bing,Guo, Hongchao
supporting information, p. 4882 - 4886 (2019/06/27)
The phosphine-catalyzed tandem annulation reaction of Morita-Baylis-Hillman (MBH) alcohols with azomethine imines has been achieved for the synthesis of biologically important (epoxymethano)-pyrazolo[5,1-b]quinazoline derivatives. A variety of MBH alcohol
A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: Highly enantioselective synthesis of three-dimensional heterocyclic compounds
Zhou, Leijie,Zeng, Yuan,Gao, Xing,Wang, Qijun,Wang, Chang,Wang, Bo,Wang, Wei,Wu, Yongjun,Zheng, Bing,Guo, Hongchao
supporting information, p. 10464 - 10467 (2019/09/07)
In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita-Baylis-Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions
An efficient [3+2] cycloaddition for the synthesis of substituted pyrazolo[1,5-c]quinazolines
Wang, Tao,Shao, Ailong,Feng, Haiyan,Yang, Shuwu,Gao, Meng,Tian, Jun,Lei, Aiwen
supporting information, p. 4473 - 4477 (2015/06/08)
A simple and efficient [3+2] cycloaddition reaction between N-iminoquinazolinium ylide and nitroolefins was developed. From a synthetic point of view, this protocol represents an efficient way to pyrazolo[1,5-c]quinazolines derivatives.
Study of Photochromism in Benzenesulphonylhydrazones
Rawat, M. S. M.,Mal, S.
, p. 295 - 297 (2007/10/02)
Photochromic behaviour of benzenesulphonylhydrazone derivatives has been investigated in crystalline state, ethanol-ether (2:1) and PMMA matrix at liquid air temperature (-180 deg C).Benzenesulphonylhydrazones containing ortho-hydroxy group in the aldehydic ring showed reversible colour change on irradiation (365 nm) in solid state and rigid matrices in liquid air temperature.Whereas the presence of electron-withdrawing groups at C5-position in the salicylidene ring affected the formation of photo-coloured product.Hydrazones of o-nitrobenzaldehyde did not show photochromic change and irreversible spectra were obtained on irradiation of their methanolic solution at room temperature.
Antineoplastic and biochemical properties of arylsulfonylhydrazones of 2 formylpyridine N oxide
Sartorelli,Agrawal,Booth,Pittman,Bartholomew
, p. 830 - 833 (2007/10/05)
The structural parameters necessary for the antineoplastic potency of a new class of anticancer agents, arylsulfonylhydrazones of 2 formylpyridine N oxide, were examined in mice bearing Sarcoma 180 ascites cells. The findings indicated that (a) replacement of the pyridine ring with benzene quinoline, or isoquinoline resulted in loss of activity, (b) movement of the formylhydrazone side chain from the 2 to the 3 or 4 positions of the pyridine N oxide produced inactive agents, (c) the pyridine N oxide function was essential for anticancer activity, except for 4 substituted derivatives which were active without the N oxide group, (d) replacement of the SO2 group by CO resulted in complete loss of activity, and (e) a carbon atom could be inserted between the SO2 and aryl ring with retention of anticancer potency. One of the most active members of this series, 1 oxidopyridine 2 carboxaldehyde p toluenesulfonylhydrazone exhibited antineoplastic, activity against a broad spectrum of transplanted tumors including Sarcoma 180, Hepatoma 129, Ehrlich carcinoma, leukemia L1210, and a subline of Sarcoma 180 resistant to α (N) heterocyclic carboxaldehyde thiosemicarbazones. This agent caused inhibition of thymidine 3H and uridine 3H incorporation into DNA and RNA respectively, of Sarcoma 180 ascites cells; protein biosynthesis was relatively insensitive to the action of this compound.
