NIR-emitting quinone-fused coumarin dyes: aqueous mediated, catalyst free synthesis and their optical properties. Issue 29 (20th July 2016)

• Record Type: Journal Article
• Authors: Patil, Sharad R.; Choudhary, Amol S.; Sekar, Nagaiyan
• Is Part Of: Tetrahedron letters. Volume 57:Issue 29(2016)
• Page Start: 3100
• Page End: 3104
• Publication Date: 2016-07-20
• Subjects: NIR emitting -- Coumarins -- Quinone fused -- Aqueous media -- Catalyst free synthesis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.06.003
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A simple, efficient, eco-friendly and greener protocol for the synthesis of naphthoquinone fused 2-pyrone derivatives. Catalyst free, one pot, aqueous mediated synthesis under ambient conditions. Extended emission in NIR region up to 810 nm. Abstract: 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.