One-Pot Multicomponent Synthesis of Fully Substituted 1,3-Thiazoles Appended with Naturally Occurring Lawsone
Swadhin Swaraj Acharya, Bisal Kumar Guin, Bibhuti Bhusan Parida
Abstract
Lawsone is a popular bioactive natural product. 1,3-Thiazoles are also widely distributed in many natural products, FDA-approved drugs, and functional materials. We report herein the first synthesis of naturally occurring lawsone-linked fully substituted 1,3-thiazoles in a one-pot multicomponent reaction (MCR) of arylglyoxals, lawsone, and thiobenzamides in acetic acid at 90 °C, affording lawsone-1,3-thiazole hybrids in excellent yields in short reaction times. The advantages of the present method include facile, robust, and easy access to the medicinally relevant diverse array of fully substituted lawsone-1,3-thiazole hybrids, easy isolation of the product by filtration, thereby avoiding column-chromatographic purifications, short reaction time, and metal- and catalyst-free and gram-scale synthesis.