Flexible and practical synthesis of anthracenes through gold-catalyzed cyclization of o-alkynyldiarylmethanes.
作者： Chao Shu , Cheng-Bin Chen , Wei-Xi Chen , Long-Wu Ye
DOI: 10.1021/OL402713G
关键词:
摘要: A concise gold-catalyzed method for the preparation of anthracenes from o-alkynyldiarylmethanes has been developed. Under mild reaction conditions, versatile anthracene derivatives were formed in moderate to good yields. The high flexibility, broad substrate scope, and nature this render it a viable alternative synthesis anthracenes.
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Srinivas Samala, Anil K. Mandadapu, Mohammad Saifuddin, Bijoy Kundu, Gold-Catalyzed Sequential Alkyne Activation: One-Pot Synthesis of NH-Carbazoles via Cascade Hydroarylation of Alkyne/6-Endo-Dig Carbocyclization Reactions Journal of Organic Chemistry. ,vol. 78, pp. 6769- 6774 ,(2013) , 10.1021/JO400799B
Norbert Krause, Christian Winter, Gold-catalyzed nucleophilic cyclization of functionalized allenes: a powerful access to carbo- and heterocycles. Chemical Reviews. ,vol. 111, pp. 1994- 2009 ,(2011) , 10.1021/CR1004088
Herbert O. House, Nabih I. Ghali, John L. Haack, Don VanDerveer, Reactions of the 1,8-diphenylanthracene system Journal of Organic Chemistry. ,vol. 11, pp. 1807- 1817 ,(1980) , 10.1021/JO01298A013
Xufen Yu, Xiyan Lu, Efficient Synthesis of 9‐Tosylaminofluorene Derivatives by Boron Trifluoride Etherate‐Catalyzed Aza‐Friedel–Crafts Reaction of in situ Generated N‐Tosylbenzaldimines Advanced Synthesis & Catalysis. ,vol. 353, pp. 569- 574 ,(2011) , 10.1002/ADSC.201000732
Sergio Pascual, Christophe Bour, Paula de Mendoza, Antonio M Echavarren, Synthesis of fluoranthenes by hydroarylation of alkynes catalyzed by gold(I) or gallium trichloride. Beilstein Journal of Organic Chemistry. ,vol. 7, pp. 1520- 1525 ,(2011) , 10.3762/BJOC.7.178
Joshua J. Hirner, Yili Shi, Suzanne A. Blum, Organogold Reactivity with Palladium, Nickel, and Rhodium: Transmetalation, Cross-Coupling, and Dual Catalysis Accounts of Chemical Research. ,vol. 44, pp. 603- 613 ,(2011) , 10.1021/AR200055Y
Gerd Kaupp, Jens Schmeyers, Gas/Solid Reactions with Nitrogen Dioxide Journal of Organic Chemistry. ,vol. 60, pp. 5494- 5503 ,(1995) , 10.1021/JO00122A031
Youai Qiu, Wangqing Kong, Chunling Fu, Shengming Ma, Carbazoles via AuCl3-Catalyzed Cyclization of 1-(Indol-2-yl)-3-alkyn-1-ols Organic Letters. ,vol. 14, pp. 6198- 6201 ,(2012) , 10.1021/OL3029498
Rajavel Srinivasan, Lay Pheng Tan, Hao Wu, Shao Q. Yao, Solid-phase assembly and in situ screening of protein tyrosine phosphatase inhibitors. Organic Letters. ,vol. 10, pp. 2295- 2298 ,(2008) , 10.1021/OL8006875
Charles K. Bradsher, Formation of six-membered aromatic rings by cyclialkylation of some aldehydes and ketones Chemical Reviews. ,vol. 87, pp. 1277- 1297 ,(1987) , 10.1021/CR00082A001