One-pot catalyst-free synthesis of 3-heterocyclic coumarins

Abstract

3-Heterocyclic coumarins were prepared in one-pot three-component reaction without catalyst. The mixture of salicylaldehydes, ethyl cyanoacetate, and o-aminophenols or o-phenylenediamines in refluxing n-butanol gave title compounds with good yields and high purity. Short reaction time, mild reaction condition, simple workup, and less waste are significant advantages of the presented method.

Recent Advances in the Synthesis of Coumarin Derivatives from Different Starting Materials

“…Coumarin-3-carboxylic acids were obtained in good to excellent yields (73-91%). Three-component one-pot synthesis of coumarin derivatives was developed by Jiang et al [77]. Trial reaction of salicylaldehyde, ethyl cyanoacetate and o-aminophenol was performed in order to find a suitable solvent (MeOH, EtOH, BuOH and amyl alcohol).…”

The Application of Arylglyoxals in the Synthesis of Pyrrolo[2,3-d]pyrimidines via Multicomponent Reactions

“…These have been proved to be powerful synthetic methods for the synthesis of polycyclic heterocycles with pharmaceutical and biological activities [1][2][3][4][5][6][7]. More than 70% of drugs in common use are now synthetic heterocyclic compounds [8][9][10][11][12]. MCRs have many advantages in comparison with classical reactions, such as fewer isolation and purification steps, with high atom-economy, low cost and energy consumption, short reaction time, using green solvents, high selectivity, environmentally friendly chemical processes, easy operation and more productivity with excellent chemo-and regioselectivities [13][14][15][16][17][18][19][20][21][22][23].…”

One‐pot, Three‐component Synthesis of a Series of New Bis‐pyrrolo[2,3‐d]pyrimidines in the Presence of TPAB under Reflux Conditions

“…One‐pot, multicomponent reactions have many advantages such as simple isolation and purification steps, using green solvents, and more productivity with chemoselectivities and regioselectivities .…”