Cycloacylation of chloro-substituted hydroquinone dimethyl ethers with dichloromaleic anhydride
- 作者: Novikov V.L.1, Balaneva N.N.1, Shestak O.P.1, Anufriev V.P.1, Glazunov V.P.1
- 
							隶属关系: 
							- G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
 
- 期: 卷 65, 编号 4 (2016)
- 页面: 993-1003
- 栏目: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/237791
- DOI: https://doi.org/10.1007/s11172-016-1402-3
- ID: 237791
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Under the drastic conditions of Zahn—Ochwat cycloacylation of 2-chloroand 2,3-dichlorohydroquinones with dichloromaleic anhydride (a melt of anhydrous AlCl3 and NaCl, 185—195 °C), the substrates undergo various degrees of disproportionation, which reduces the yields of the target triand tetrachloronaphthazarins. Quantum chemical calculations showed that the cycloacylation in question proceeds as a double aromatic electrophilic substitution of the vicinal protons with the corresponding oxocarbenium ions (acylium cations).
作者简介
V. Novikov
G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
							编辑信件的主要联系方式.
							Email: shestak@piboc.dvo.ru
				                					                																			                												                	俄罗斯联邦, 							159 prosp. 100 let Vladivostoku, Vladivostok, 690022						
N. Balaneva
G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
														Email: shestak@piboc.dvo.ru
				                					                																			                												                	俄罗斯联邦, 							159 prosp. 100 let Vladivostoku, Vladivostok, 690022						
O. Shestak
G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
														Email: shestak@piboc.dvo.ru
				                					                																			                												                	俄罗斯联邦, 							159 prosp. 100 let Vladivostoku, Vladivostok, 690022						
V. Anufriev
G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
														Email: shestak@piboc.dvo.ru
				                					                																			                												                	俄罗斯联邦, 							159 prosp. 100 let Vladivostoku, Vladivostok, 690022						
V. Glazunov
G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences
														Email: shestak@piboc.dvo.ru
				                					                																			                												                	俄罗斯联邦, 							159 prosp. 100 let Vladivostoku, Vladivostok, 690022						
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