Huang Xiao-Long, Zhang Dong-Liang, Li Qing, Xie Zong-Bo, Le Zhang-Gao, Zhu Zhi-Qiang
Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
Org Lett. 2024 May 10;26(18):3727-3732. doi: 10.1021/acs.orglett.4c00742. Epub 2024 Apr 28.
Photoexcitation electron donor-acceptor (EDA) complexes provide an effective approach to produce radicals under mild conditions, while the catalytic version of EDA complex photoactivation remains scarce. Herein, we report a visible-light-induced organophotocatalytic pathway for the cyanoalkylation of azauracils using inexpensive and readily available 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalytic electron donor. This synthetic method exhibits exceptional compatibility with various functional groups and presents 34 examples in high yields. The efficient cyanoalkylation offers an environmentally friendly and sustainable route toward enhancing the structural and functional diversity of azauracils.
光激发电子供体-受体（EDA）配合物提供了一种在温和条件下产生自由基的有效方法，而EDA配合物光催化活化的催化版本仍然很少。在此，我们报道了一种可见光诱导的有机光催化途径，用于使用廉价且易于获得的1,4-二氮杂双环[2.2.2]辛烷（DABCO）作为催化电子供体对氮杂尿嘧啶进行氰基烷基化。这种合成方法对各种官能团具有出色的兼容性，并以高收率给出了34个例子。高效的氰基烷基化为增强氮杂尿嘧啶的结构和功能多样性提供了一条环境友好且可持续的途径。
