Au-Containing All-Carbon 1,4-Dipoles:  Generation and [4 + 2] Annulation in the Formation of Carbo-/Heterocycles

Rhodium-Catalyzed Carbonylative Synthesis of Heterocycles

“…Highly substituted furans as the key structure in bioactive natural compounds and pharmaceuticals, methodologies based on allenyl ketones , 3-alkyl-1-ones [111,112,118,119], (Z )-2-en-4-yn-1-ols [120] and 2-(1-alkynyl)-2-alkens-1-ones [121][122][123][124][125][126], alkylidenecyclopropyl ketones [127][128][129], cyclopropenyl ketones [130,131], etc., have been developed. The versatile compound 1-(1-alkynyl)cyclopropyl ketone has been Scheme 43 Proposal mechanism of the formation of 2(5H )-furanone successfully developed by Schmalz [132,133] and Zhang [134,135] as substrate for the production of highly substituted furans and other cyclic compounds using gold(I) complexes as catalyst. Based on previous research, it was thought that 1- ( [143].…”

Acidity-Controlled Indolylation of 3, 3-Bis(ethylthio)acrylate

“…吲哚衍生物是重要的一类有机化合物, 它们中有些 不仅具有良好的生物活性, 被用作治疗疾病的临床药 物 [1] , 而且有些结构简单的衍生物也是合成复杂吲哚衍 生物的重要合成中间体 [2,3] . 有机化合物的吲哚化反应 是合成吲哚衍生物的重要方法, 例如过渡金属催化的卤 代烃吲哚化能合成 2-或 3-烃基吲哚 [4,5] , 酸催化的联 烯 [6] 、 炔醇 [7] 和 α,β-不饱和羰基化合物 [8～10] 等吲哚化反应 能合成 3-烷基吲哚衍生物, 经过 C-H 活化偶联方式的 烯烃吲哚化可有效合成 2-或 3-烯基化吲哚 [11,12] , 酸酐或 酰氯的吲哚化反应能合成 3-酰基吲哚衍生物等 [13] .…”

Gold‐Catalyzed Addition of Oxygen Nucleophiles to CC Multiple Bonds

“…A number of extensions and modification of the gold-catalyzed cyclization/1,2-alkyl migration of a-alkynyl ketones have been developed. Zhang has recently reported the gold(I)-catalyzed methods for the [4 þ 2] annulation [32] and 1,3-dipolar cycloaddition [33] of 1-(2-phenylethynyl)cyclopropyl methyl ketones to form carbo/ heterocyclic compounds and bicyclo[3.2.0]heptanes, respectively (Scheme 12.5). Kirsch has extended his heterocyclization/1,2-alkyl migration methodology to include the synthesis of 4-iodo-3-furanones through the NIS-induced, gold(III)-catalyzed cyclization/1,2-migration of silylated a-hydroxy-a-alkynyl ketones [34].…”