光氧化还原驱动的烯烃与偕二溴化物的 1,2-双官能化反应。
Photoredox Divergent 1,2-Difunctionalization of Alkenes with gem-Dibromides.
机构信息
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing, 210023, P. R. China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, P. R. China.
出版信息
Org Lett. 2017 Dec 1;19(23):6452-6455. doi: 10.1021/acs.orglett.7b03371. Epub 2017 Nov 14.
The redox neutral photocatalytic divergent radical 1,2-difunctionalization of a wide array of structurally varied alkenes with gem-dibromides is presented. On the basis of the electronic effect of alkenes, predictable 1,2-carboxygenation and 1,2-carbohalogenation of alkenes are readily available regardless of steric effect. This protocol affords a practical approach to the biologically important furan skeleton. It is distinguished by good regioselectivity, good functional group compatibility, and late-stage modification and thus signifies an important step forward to divergent radical difunctionalization of alkenes.
本文报道了一种新型的氧化还原中性光催化的二自由基 1,2-官能化反应，可以将各种结构变化的烯烃与偕二溴化物进行转化。基于烯烃的电子效应，无论空间效应如何，都可以容易地实现烯烃的 1,2-羧基化和 1,2-卤代烃化。该方案为具有重要生物学意义的呋喃骨架提供了一种实用的方法。该方法具有良好的区域选择性、良好的官能团兼容性以及后期的修饰性，因此标志着烯烃的发散性自由基二官能化反应向前迈出了重要的一步。
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