Rhodium-catalyzed tandem annulation and (5 + 1) cycloaddition: 3-hydroxy-1,4-enyne as the 5-carbon component.
作者： Xiaoxun Li , Wangze Song , Weiping Tang
DOI: 10.1021/JA408829Y
关键词:
摘要: A Rh-catalyzed tandem annulation and (5 + 1) cycloaddition was realized. 3-Hydroxy-1,4-enyne served as the new 5-carbon component for cycloaddition. Substituted carbazoles, dibenzofurans, tricyclic compounds containing a cyclohexadienone moiety could be prepared efficiently. The identification of byproduct suggests that metal carbene ketene intermediates may involved in
acs.org
sci-hub.se 参考文章(54)
HIROSHI FURUKAWA, TIANSHUNG WU, TOMOKO OHTA, CHANGSHENG KUOH, Chemical Constituents of Murraya Euchrestifolia Hayata. Structures of Novel Carbazolequinones and Other New Carbazole Alkaloids Chemical & Pharmaceutical Bulletin. ,vol. 33, pp. 4132- 4138 ,(1985) , 10.1248/CPB.33.4132
Paul A. Allegretti, Eric M. Ferreira, Generation of α,β-unsaturated platinum carbenes from homopropargylic alcohols: rearrangements to polysubstituted furans. Organic Letters. ,vol. 13, pp. 5924- 5927 ,(2011) , 10.1021/OL202649J
Corinne Aubert, Olivier Buisine, Max Malacria, The behavior of 1,n-enynes in the presence of transition metals. Chemical Reviews. ,vol. 102, pp. 813- 834 ,(2002) , 10.1021/CR980054F
David J. St. Jean,, Steve F. Poon, Jamie L. Schwarzbach, A Tandem Cross-Coupling/SNAr Approach to Functionalized Carbazoles Organic Letters. ,vol. 9, pp. 4893- 4896 ,(2007) , 10.1021/OL702274Y
José Barluenga, Félix Rodríguez, Francisco J. Fañanás, Recent advances in the synthesis of indole and quinoline derivatives through cascade reactions. Chemistry-an Asian Journal. ,vol. 4, pp. 1036- 1048 ,(2009) , 10.1002/ASIA.200900018
Yong Lee, Likai Xia, Concise Total Synthesis of Biologically Interesting Pyranochalcone Natural Products: Citrunobin, Boesenbergin A, Boesenbergin B, Xanthohumol C, and Glabrachromene Synthesis. ,vol. 2007, pp. 3240- 3246 ,(2007) , 10.1055/S-2007-990796
Guo-Jie Jiang, Xu-Fei Fu, Qian Li, Zhi-Xiang Yu, Rh(I)-catalyzed [5+1] cycloaddition of vinylcyclopropanes and CO for the synthesis of α,β- and β,γ-cyclohexenones. Organic Letters. ,vol. 14, pp. 692- 695 ,(2012) , 10.1021/OL2031526
M.V. Paradkar, A.M. Gokhale, N.S. Narasimhan, Synthesis of girinimbine and (±) mahanimbine Tetrahedron Letters. ,vol. 11, pp. 1665- 1668 ,(1970) , 10.1016/S0040-4039(01)98049-9
Youai Qiu, Dengke Ma, Chunling Fu, Shengming Ma, An efficient Au-catalyzed synthesis of isomukonidine, clausine L, mukonidine, glycosinine, mukonal, and clausine V from propadienyl methyl ether Organic & Biomolecular Chemistry. ,vol. 11, pp. 1666- 1671 ,(2013) , 10.1039/C2OB27432A
Zhi-Xiang Yu, Yi Wang, Yuanyuan Wang, Transition-metal-catalyzed cycloadditions for the synthesis of eight-membered carbocycles. Chemistry-an Asian Journal. ,vol. 5, pp. 1072- 1088 ,(2010) , 10.1002/ASIA.200900712