School of Chemistry, The Key Laboratory of Low-Carbon Chemistry & Energy Conservation of Guangdong Province, South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Sun Yat-sen University, No. 135 Xingangxi Road, Guangzhou 510275, People's Republic of China.
Org Biomol Chem. 2018 Aug 1;16(30):5533-5538. doi: 10.1039/c8ob01029c.
Salicylic acids and substituted ynones were employed as substrates to afford a class of valuable 4H-benzo[d][1,3]dioxin-4-ones with a 2-site quaternary carbon structure in up to 92% yield by secondary amine-catalyzed dual Michael cascade reactions under mild reaction conditions. The α,β-unsaturated ketone as the key intermediate in the cascade process was successfully separated and characterized. As a result, a new reaction route for ynone species is demonstrated, which is totally different from the existing allenamine activation model.
水杨酸和取代的炔酮被用作底物，在温和的反应条件下，通过仲胺催化的双重迈克尔级联反应，以高达 92%的收率得到了一类具有 2-位季碳结构的有价值的 4H-苯并[d][1,3]二氧杂环庚-4-酮。在级联过程中作为关键中间体的α,β-不饱和酮被成功分离和表征。结果，展示了一种炔酮类物质的全新反应途径，这与现有的烯胺活化模型完全不同。
