International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Discovery of Chinese Ministry of Education (MOE), College of Pharmacy, Jinan University, No. 601 Huangpu Avenue West, Guangzhou 510632, China.
Org Lett. 2023 Mar 31;25(12):2123-2128. doi: 10.1021/acs.orglett.3c00575. Epub 2023 Mar 21.
An alkyne-isocyanide [3 + 2] cycloaddition followed by a Boulton-Katritzky rearrangement and a ring expansion is demonstrated. Different from the typical Boulton-Katritzky rearrangement, which forms five-membered ring products, the rearrangement-ring expansion method provides a mild, efficient, and atom-economical access to fused 9-deazaguanine structures in high yields.
炔基异腈[3+2]环加成反应,接着是Boulton-Katritzky 重排和环扩张反应,这一过程得到了证实。与典型的Boulton-Katritzky 重排形成五元环产物不同,该重排-环扩张方法以高产率提供了一种温和、高效和原子经济性的方法来合成稠合的 9-去氮杂鸟嘌呤结构。