Ascorbic acid-Catalyzed One-Pot Three-Component Biginelli Reaction: A Practical and Green Approach towards Synthesis of 3,4-dihydropyrimidin- 2(1H)-ones/thiones

Abstract

International audienceAn efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via a three-component Biginelli condensation of aldehyde, ethyl acetoacetate, and urea or thiourea in the presence of a catalytic amount of ascorbic acid (5 mol %) is described. The reaction proceeded efficiently under solvent-free conditions at 80 °C to afford the desired products in moderate to good yields

Organocatalyzed Biginelli Reactions

“…Additionally, organocatalysts have low sensitivity to atmospheric oxygen or water, are easy to manipulate, and are usually not expensive [11]. Additionally, the use of nonaromatic aldehydes afforded the Biginelli adducts in lower yields (Table 1) [14]. Some of these compounds were obtained directly from natural sources or prepared in the laboratory.…”

Ascorbic acid: a naturally green and efficient catalyst for one-pot synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates under ambient temperature

“…In recent years, the use of ascorbic acid ( Figure 1) has received considerable attention in organic chemistry as a catalyst [29] because of its important advantages, such as green, natural, lowcost, high efficiently and also, it is well known that the ascorbic acid has many applications in the pharmacy and food. Because of the important antioxidant and metabolic functions of ascorbic acid it must, therefore, be incorporated as part of the human diet, and is known as vitamin C. L-ascorbic acid in plants, the main source of vitamin C for humans, is also an essential compounds for plants, with important roles as an antioxidant and as a modulator of plant development through hormone signaling [30].…”