Copper-catalyzed switchable cyclization of alkyne-tethered α-bromocarbonyls: selective access to quinolin-2-ones and quinoline-2,4-diones

Abstract

Copper-catalyzed cyclization of alkynes has played a significant role in modern catalytic chemistry. However, the selective cyclization in this transformation is extremely limited by the uncontrolled reactivity of the vinyl-CuII...

Sustainable Synthesis of N−N Bond Bearing Organic Frameworks by Advanced Heterogeneous Metal Catalysis

“…Catalytic applications of heterogeneous metal catalytic systems such as nanoparticles (NPs), octahedral molecular sieves of manganese oxide (OMS-2), layered double hydroxides (LDH), polyoxometalates (POMs), and continuous flow reactors include hydrogenation, oxidation, reduction, coupling reactions, and multi component reactions (MCR). [1][2][3][4][5] In homogeneous catalysis, iron and copper catalysed sustainable organic transformations are widely developed for the modern synthesis of various functionalized molecules, [6][7][8][9] but heterogeneous metal systems have generally been more advanced due to a variety of factors, including size, shape, structure, charge, surface area, composite arrangements, fundamental material strength, synergistic effects of bimetallic systems, and more.…”

Ultrasound-promoted synthesis of a copper–iron-based catalyst for the microwave-assisted acyloxylation of 1,4-dioxane and cyclohexene

“…8–10 In this scenario, the development of new catalysts that enables the introduction of oxygenated functions into C(sp 3 )–H bonds is a challenge undertaken by many research groups. 11–15…”

Silver(I)-Catalyzed Oxidative Cyclopropanation of 1,6-Enynes: Synthesis of 3-Aza-bicyclo[3.1.0]hexane Derivatives

“…However, no 18 O incorporation product 2b was detected by ESI-HRMS analysis (Figure S1), which ruled out water as an oxygen source. There was an obvious decrease in the product yield when the reaction mixture was charged with nitrogen (Scheme c), which revealed that oxygen was significant for this transformation, and it might be a key oxygen source . Although the detailed reaction pathway remained to be clarified, a plausible mechanism for this reaction was proposed on the basis of the available experimental results and the literature (Scheme d). , First, selective activation of the alkyne by a Ag­(I) catalyst forms an (η 2 -alkyne)­silver complex I , which then endures an expeditious in situ aerobic oxidation to produce an active α-oxo silver carbenoid II intermediate.…”