An environmentally benign, mild, and catalyst-free reaction of quinones with heterocyclic ketene aminals in ethanol: site-selective synthesis of rarely fused [1,2-a]indolone derivatives via an unexpected anti-Nenitzescu strategy

Abstract

The first site-selective methodology for the construction of fused [1,2-a]indolone derivativesviaan unexpected anti-Nenitzescu strategy has been developed.

L-proline catalyzed green synthesis and anticancer evaluation of novel bioactive benzil bis-hydrazones under grinding technique

“…Similarly, in the presence of a moist L-proline organocatalyst (5 mol percent), bis-cyanoaceto hydrazide 3 was ground by mortar and pestle at room temperature with two equivalents of benzo[d] [1,3]dioxole-5-carbaldehyde (6) or thiophene-2-carbaldehyde (8) to form the respective benzil bis-hydrazone derivatives 7 and 9 (Scheme 3).…”

“…Green chemistry concentrates on research aimed at developing safe and environmentally sustainable chemical procedures for the design, in synthetic organic chemistry, of biologily active and industryleading molecules (1)(2)(3). Green chemistry provides various alternatives, including the use of fewer solvents, high nuclear economies and selectivity, removal of hazardous wastes, the use of climate, simple methods for product separation and purification, as well as use of alternative energy sources, in order to carry out organic transformations on environmentally sustainable terms (4)(5)(6)(7)(8)(9)(10)(11).…”

Reactions of 3‐Acylchromones with Heterocyclic Ketene Aminals: One‐Pot Synthesis and Phosphatase Inhibitory Activity of Fused Pyridine Derivatives

“…Heterocyclic ketene aminals (HKAs) are highly reactive reagents that contain three nucleophilic centers. They have been used as building blocks in domino and multicomponent reactions, for the synthesis of indoles, quinolines, naphthyridines, 1,2,3‐triazoles, coumarins, pyridines, and pyrimidines . However, the reaction of HKAs with chromones has scarcely been reported to date , .…”

“…They have been used as building blocks in domino and multicomponent reactions, for the synthesis of indoles, quinolines, naphthyridines, 1,2,3‐triazoles, coumarins, pyridines, and pyrimidines . However, the reaction of HKAs with chromones has scarcely been reported to date , . Therefore, in the course of our program to develop new syntheses of fused pyridines and 1‐azaxanthones,, we decided to investigate the reactions of 3‐methoxalyl‐, 3‐aroyl‐ and 3‐cinnamoylchromones with heterocyclic ketene aminals (HKAs), and the results of our efforts are reported herein.…”

A Convenient Synthesis of 3,7′-Bisindole Derivatives

“…Heterocyclic ketene aminals (HKAs) are versatile building blocks used to construct a variety of fused heterocyclic compounds [31,32,33], such as quinolones [34,35], pyridines [36,37,38,39,40,41,42], pyrroles [43,44,45,46,47], spirooxindoles [48,49], etc. In recent years, we have developed some protocols to synthesize different substituted indole derivatives based on HKA building blocks [50,51,52] (Figure 2). Herein, we report an efficient and concise process to construct highly functionalized 3,7′-bisindole derivatives via an environmentally friendly and highly selective one-pot protocol.…”