Recent advances in multi-component reactions and their mechanistic insights: a triennium review

Abstract

This review summarizes the recent developments in MCRs, incorporating different strategies along with their mechanistic aspects.

2-(2-(4-Methoxyphenyl)-4,9-dimethyl-7-oxo-7H-furo[2,3-f]chromen-3-yl)acetic Acid

“…Wherein, the use of the methodology of multicomponent reactions can open access to a wide range of products containing the furocoumarin fragment. A significant advantage of this approach is the ability to obtain target products in one synthetic stage [29][30][31][32][33]. It should be noted that we previously proposed a general approach to the synthesis of condensed furylacetic acids based on the multicomponent reaction of various hydroxyl derivatives with arylglyoxals and Meldrum's acid [34][35][36][37][38].…”

Synthetic Study of 5‐Hydroxymethylfurfural in Groebke‐Blackburn‐Bienaymé Reaction

“…[49,50] Recent works highlight its usefulness in the GBB reaction. [51,52] Among the different conditions tested with this catalyst, the best results were obtained with the lowest temperature and catalyst loading (Table 1, entries [13][14][15][16]). The use of 5.0 mol% of Yb(OTf) 3 in ethanol at 60 °C for 2 h showed a 91 % conversion with a 65 % selectivity for the GBB product 4 a without formation of the symmetric derivative 6 a (Table 1, entry 14).…”

“…The residue was treated with a mixture of ethanol/ acetone to afford the product as a precipitated white rubberish solid (yield 131 mg, 46 %). 1 (33), 202 (38), 185 (12), 171 (14), 106 (15), 79 (44), 57 (23) 39), 288(100), 271 (24), 260 (19), 238 (21), 228 (23), 210 (14), 106 (7), 79 (10) (40 mL) the mixture was extracted with dichloromethane (3 × 40 mL). The combined organic layers were washed with brine (15 mL), dried over Na 2 SO 4 , filtered and concentrated under reduced pressure.…”

“…The presence of functional groups, like the aldehyde and the hydroxymethyl group in this molecule are interesting structural motifs which provide the opportunity to explore a greater chemical space enabling the synthesis of new bioactive compounds. In this context, multicomponent reactions (MCRs) are very attractive as they provide a plethora of complex products in only one step by simply varying the reactive components involved [13–15] . The MCRs are prominent synthetic strategies for generating collections of small molecules by diversity‐oriented synthesis approach [16,17] .…”

“…In this context, multicomponent reactions (MCRs) are very attractive as they provide a plethora of complex products in only one step by simply varying the reactive components involved. [13][14][15] The MCRs are prominent synthetic strategies for generating collections of small molecules by diversity-oriented synthesis approach. [16,17] Since they present a high atom economy, less synthetic effort and waste generation, MRCs are very useful methods for green synthesis.…”