Supported nano gold catalyzed three-component coupling reactions of amines, dichloromethane and terminal alkynes (AHA)

Anchorage of Au3+ into Modified Isoreticular Metal–Organic Framework-3 as a Heterogeneous Catalyst for the Synthesis of Propargylamines

“…Methods used to prepare propargylamines include amination of propargylic electrophiles 6 , nucleophilic addition of alkynes to imines or enamines 7 , and three-component (aldehyde, terminal alkyne, and amine, A 3 ) coupling reactions through C–H activation 8,9 . Among these synthetic strategies, A 3 coupling is the most efficient, and it permits construction of complex structures from simple starting materials with water as byproduct 10,11 . In recent years, various metals such as Au 9 , Cu 8 , Ag 12 , In 13 , Fe 14 , Zn 15 , and Ni 16 were extensively used to synthesize propargylamines.…”

Copper-Catalyzed Coupling of Alkynes and Amines for the Synthesis of Propargyl Amines in the Presence of PhI(OAc)2

“…通常, 合成炔丙胺有以下几种方法: 利用叔胺与炔 基锂试剂或格氏试剂分步反应制备 [5] , 或者苯并三唑与 炔基铝试剂的取代反应制备 [6] , 这两种方法因需要使用 存在较大危险性的化学当量的金属试剂, 因此限制了其 应用; 近十年来发展起来的 A3 反应, 即端炔、醛、胺等 三组分在金属 Cu [7] 、Ag [8] 、Au [9] 、Fe [10] 、Zn [11] 、In [12] 、 Co [13] 等催化剂条件下, 通过偶联反应合成炔丙胺; 此 外, 近年来还发展了一类利用端炔、二卤甲烷、胺等三 组分偶联合成炔丙胺化合物的反应, 即 AHA 偶联反应, 对于该反应的研究也很多, 但主要局限于对不同催化剂 的考察上, 如 Cu [14] 、Ag [15] 、Co [16] 、In [17] 、Au [18] 等. 虽 图 1 炔丙胺类化合物的两种主要合成方法 Scheme 1 Two main methods for the synthesis of propargylic amines 1 结果与讨论 …”

Caffeine gold complex supported on magnetic nanoparticles as a green and high turnover frequency catalyst for room temperature A3 coupling reaction in water

“…Despite the high efficiency of the reported catalysts, in many cases high catalyst loading and the expensive price of gold considerably limit the versatility of these catalytic systems. Along this line, recently, different heterogeneous gold as well as magnetic catalysts have been applied for the A 3 coupling reaction. Herein we report for the first time the use of caffeine as a naturally occurring and cheap compound for the modification of magnetic NPs and for the stabilization of gold metal.…”