Department of Chemistry, IISER Bhopal , Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh, 462066, India.
Org Lett. 2016 Sep 2;18(17):4388-91. doi: 10.1021/acs.orglett.6b02142. Epub 2016 Aug 23.
A transition metal (TM)-free practical synthesis of biologically relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp(3))-C(sp(2)) bond employing iodine, sodium bicarbonate, and (t)butyl hydroperoxide in DMSO at 95 °C. Control experiments and Density Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl2.
一种无过渡金属（TM）的实用合成方法，通过碘、碳酸氢钠和（t）丁基过氧化氢在 DMSO 中于 95°C 选择性氧化脱羰裂解未受应变的 C(sp(3))-C(sp(2))键，从而建立了与生物相关的苯并恶嗪酮。对照实验和密度泛函理论（DFT）计算表明，反应涉及[1,5]H 迁移和 CO 气体的释放，这是关键步骤。使用 PMA-PdCl2 也证实了 CO 的释放。
