Water mediated organic synthesis is a fascinating approach in chemistry. We have attempted catalyst free synthesis of thermally stable near infra-red (NIR) emitting quinone fused coumarins with a benzothiazole/benzimidazole acceptor in aqueous medium. The synthesis was attempted using naturally occurring 2-hydroxy-1,4-naphthoquinone (Lawsone). It is an efficient and environmentally friendly approach for the diversity oriented synthesis of 5,6-quinone fused 2-pyrone containing compounds. It is a highly productive one pot synthetic method at room temperature that avails commercially accessible materials. In addition, this method has a very short reaction time and milder reaction conditions with an easy separation process. Eventually this method gives structurally interesting compounds having optical and pharmacological significance.