Facile, efficient synthesis of polyfunctionalized 2-aminoimidazoles via vinyl azides and cyanamide
摘要:
A simple and direct synthesis of 2-aminoimidazoles from vinyl azides and cyanamide was developed. An attractive feature of this protocol is that the desired products are generated in a highly efficient and eco-friendly manner without the use of a catalyst. A plausible mechanism has been proposed. (C) 2014 Elsevier Ltd. All rights reserved.
描述了一种通过α-酮乙烯基叠氮化物和2-氨基吡啶的有效无催化剂环合反应合成咪唑并[1,2- a ]吡啶的新策略。从容易获得的乙烯基叠氮化物和2-氨基吡啶合成了几种咪唑并[1,2- a ]吡啶,并通过简单地蒸发反应溶剂以高纯度形式获得。这种极高的产率和原子经济的方案允许通过级联反应和重排形成三个新的C–N键。
by a visible‐light/[Ru(bpy)3][(PF6)2]‐mediated coupling of vinylazides and secondaryamines in flowmicroreactors. This operationally simple and atom‐economical protocol allows the formation of three new CN bonds through the functionalization of sp3CH bonds adjacent to the secondary nitrogen atom. In order to get mechanistic insight of the coupling reaction, several control experiments were carried
An efficient protocol for the synthesis of structurally diverse imidazoles by Ag2CO3-mediated coupling of vinyl azides with secondary amines was developed, and 22 different examples were synthesized in good to high yields. This operationally simple synthetic strategy allows the formation of three new C–N bonds by cascade reactions that involve sp3 C–H functionalization.
coupled with 1/2-naphthols or 2-hydroxy-1,4-naphthoquinone using Ru(bpy)3(PF6)2 as a photocatalyst under blue LED light irradiation to yield 2,3-fused pyrroles in high yields (68–84%). The overall transformation involves photosensitized decomposition of α-azidochalcones into highly reactive 2H-azirines which are trapped by 1/2-naphthols or 2-hydroxy-1,4-naphthoquinone, leading to the construction of
Continuous-flow photo-induced decarboxylative annulative access to fused imidazole derivatives <i>via</i> a microreactor containing immobilized ruthenium
作者:Praveen Reddy Adiyala、Seungwook Jang、Niraj K. Vishwakarma、Yoon-Ho Hwang、Dong-Pyo Kim
DOI:10.1039/c9gc03496j
日期:——
Continuous-flow visible-light-induced decarboxylative annulation using a polydimethylsiloxane microreactor containing immobilized Ru3+ has been established for the construction of fused imidazole derivatives.
Visible Light Driven Photocascade Catalysis: Ru(bpy)<sub>3</sub>(PF<sub>6</sub>)<sub>2</sub>/TBHP-Mediated Synthesis of Fused β-Carbolines in Batch and Flow Microreactors
azides through an unprecedented visible light-Ru(bpy)3(PF6)2/TBHP mediated photocascade strategy that involves photosensitization, photoredox catalysis and [3 + 2] cycloaddition reaction. The scope and scale-up feasibility of the photocascade strategy was demonstrated by synthesizing 18 different fused β-carbolines in moderate to good yields using batch and continuous flow microreactor. This operationally