The Synthesis of a New Class of Highly Fluorescent Chromones via an Inverse-Demand Hetero-Diels–Alder Reaction

A new
class of fluorophores has been developed utilizing an inverse-demand
hetero-Diels–Alder reaction with silyl enol ethers and substituted
3-formylchromones. These compounds yield blue to green fluorescence
with quantum yields up to 73%. They also exhibit good potential for
use as fluorescent probes in biological systems, as they are cell
membrane permeable with low cytotoxicity.

研发得到一类新型荧光团（fluorophores），其合成依托于硅烯醇醚（silyl enol ethers）与取代的3-甲酰色酮（substituted 3-formylchromones）之间的逆需求杂狄尔斯-阿尔德（inverse-demand hetero-Diels–Alder）反应。该类化合物可发射蓝至绿色荧光，量子产率（quantum yields）最高可达73%。此外，这类化合物具备良好的生物体系荧光探针（fluorescent probes）应用潜力，因其兼具细胞膜通透性与低细胞毒性。