Synthesis of 4-Arylidenepyrazolones by a Gold-Catalyzed Cyclization/Arylidene Group Transfer Cascade of N-Propioloyl Hydrazones.

作者: Zong-Cang Ding , Hai-Tao Tang , Ren-Hao Li , Lu-Chuan Ju , Zhuang-Ping Zhan

DOI: 10.1021/ACS.JOC.5B01366

关键词:

摘要: An efficient gold-catalyzed cyclization/arylidene group transfer cascade reaction of N-propioloyl hydrazones has been developed. This method provides a novel approach for the synthesis various functionalized 4-arylidenepyrazolones.

参考文章(49)
Kyungho Park, Jung-Min You, Seungwon Jeon, Sunwoo Lee, Palladium‐Catalyzed Sonogashira Reaction for the Synthesis of Arylalkynecarboxylic Acids from Aryl Bromides at Low Temperature European Journal of Organic Chemistry. ,vol. 2013, pp. 1973- 1978 ,(2013) , 10.1002/EJOC.201201606
Carla Obradors, Antonio M. Echavarren, Gold-Catalyzed Rearrangements and Beyond Accounts of Chemical Research. ,vol. 47, pp. 902- 912 ,(2014) , 10.1021/AR400174P
Maria-Teresa Gutierrez-Lugo, Carole A. Bewley, Natural products, small molecules, and genetics in tuberculosis drug development. Journal of Medicinal Chemistry. ,vol. 51, pp. 2606- 2612 ,(2008) , 10.1021/JM070719I
Ana M. Martín Castro, Claisen rearrangement over the past nine decades. Chemical Reviews. ,vol. 104, pp. 2939- 3002 ,(2004) , 10.1021/CR020703U
Hiroshi Yoshida, Hidekatsu Yanai, Yoshihisa Namiki, Kayoko Fukatsu-Sasaki, Nobuyuki Furutani, Norio Tada, Neuroprotective Effects of Edaravone: a Novel Free Radical Scavenger in Cerebrovascular Injury Cns Drug Reviews. ,vol. 12, pp. 9- 20 ,(2006) , 10.1111/J.1527-3458.2006.00009.X
Jia-Jie Wen, Hai-Tao Tang, Kai Xiong, Zong-Cang Ding, Zhuang-Ping Zhan, Synthesis of Polysubstituted Pyrazoles by a Platinum-Catalyzed Sigmatropic Rearrangement/Cyclization Cascade Organic Letters. ,vol. 16, pp. 5940- 5943 ,(2014) , 10.1021/OL502968C
Florin M. Istrate, Fabien Gagosz, Synthesis of functionalized pyrroles via gold(I)-catalyzed aza-Claisen-type rearrangement. Organic Letters. ,vol. 9, pp. 3181- 3184 ,(2007) , 10.1021/OL0713032
Victor Hadi, Yung-Hyo Koh, Tino Wilson Sanchez, Danielle Barrios, Nouri Neamati, Kyung Woon Jung, Development of the Next Generation of HIV-1 Integrase Inhibitors: Pyrazolone as a Novel Inhibitor Scaffold Bioorganic & Medicinal Chemistry Letters. ,vol. 20, pp. 6854- 6857 ,(2010) , 10.1016/J.BMCL.2010.08.057
Ruoqun Ma, Jin Zhu, Jie Liu, Lili Chen, Xu Shen, Hualiang Jiang, Jian Li, Microwave-Assisted One-Pot Synthesis of Pyrazolone Derivatives under Solvent-Free Conditions Molecules. ,vol. 15, pp. 3593- 3601 ,(2010) , 10.3390/MOLECULES15053593
Branko Stanovnik, David Bevk, Renata Jakse, Jurij Svete, Amalija Golobic, Ljubo Golic, Transformations of Alykl (5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetates into 5-Heteroaryl-3-oxo-2-phenyl-3,5-dihydro-2H-pyrazolo[4,3-c]pyridine-7-carboxylates Heterocycles. ,vol. 61, pp. 197- 223 ,(2003) , 10.3987/COM-03-S20