Nagode Savita B, Kant Ruchir, Rastogi Namrata
Academy of Scientific and Innovative Research , New Delhi 110001 , India.
Org Lett. 2019 Aug 16;21(16):6249-6254. doi: 10.1021/acs.orglett.9b02135. Epub 2019 Aug 6.
A metal-free benzannulation of diazo compounds under visible light irradiation was developed. The photocatalytic single electron transfer by Hantzsch ester to the diazo enolates results into enolate vinyl radicals, which were trapped by alkynes leading to functionalized naphthalene-1-ols. The enolate vinyl radicals were also trapped intramolecularly by -aryl groups to access phenanthren-10-ols. The wide substrate scope and mild conditions employing inexpensive Hantzsch ester as photosensitizer are noteworthy attributes of the reaction.
开发了一种在可见光照射下重氮化合物的无金属苯并环化反应。通过汉斯酯向重氮烯醇盐进行光催化单电子转移，生成烯醇盐乙烯基自由基，这些自由基被炔烃捕获，生成官能化的萘-1-醇。烯醇盐乙烯基自由基也可以被芳基分子内捕获，从而得到菲-10-醇。该反应具有广泛的底物范围和温和的条件，且使用廉价的汉斯酯作为光敏剂，这些都是该反应值得注意的特点。
