Functionalization of Csp3-H and Csp2-H Bonds: Synthesis of Spiroindenes by Enolate-Directed Ruthenium-Catalyzed Oxidative Annulation of Alkynes with 2-Aryl-1,3-dicarbonyl Compounds

被引:116
作者
Chidipudi, Suresh Reddy [1 ]
Khan, Imtiaz [1 ]
Lam, Hon Wai [1 ]
机构
[1] Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国工程与自然科学研究理事会;
关键词
annulation; C-H functionalization; oxidation; ruthenium; synthetic methods; C-H ACTIVATION; INTERNAL ALKYNES; REGIOSELECTIVE SYNTHESIS; AROMATIC KETIMINES; ARYL KETONES; PALLADIUM; DERIVATIVES; CLEAVAGE; INDOLES; INDENE;
D O I
10.1002/anie.201207170
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ru(de) awakening: The synthesis of carbocycles by the ruthenium-catalyzed oxidative annulation of alkynes with 2-aryl cyclic 1,3-dicarbonyl substrates is described. Proceeding by the functionalization of C sp 3-H and C sp 2-H bonds, and the formation of an all-carbon quaternary center, the reaction provides a diverse range of spiroindenes in good yields with high levels of regioselectivity. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12115 / 12119
页数:5
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