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Photocatalytic [2 + 2] Cycloaddition in DNA-Encoded Chemistry.
Organic Letters ( IF 4.9 ) Pub Date : 2020-04-02 , DOI: 10.1021/acs.orglett.0c00574
Dominik K Kölmel 1 , Anokha S Ratnayake 1 , Mark E Flanagan 1 , Mei-Hsuan Tsai 2 , Cong Duan 2 , Chao Song 2
Affiliation  

The on-DNA synthesis of highly substituted cyclobutanes was achieved through a photocatalytic [2 + 2] cycloaddition reaction in aqueous solution. Readily available DNA-tagged styrene derivatives were reacted with structurally diverse cinnamates in the presence of an iridium-based photocatalyst, Ir(ppy)2(dtbbpy)PF6, to forge two new C(sp3)–C(sp3) bonds. This transformation was demonstrated to have excellent functional group tolerance and allowed for the facile installation of a variety of heteroaromatic substituents on a densely functionalized cyclobutane scaffold.

中文翻译:

DNA编码化学中的光催化[2 + 2]环加成反应。

通过在水溶液中进行光催化[2 + 2]环加成反应,可以实现高取代环丁烷的DNA合成。在存在铱基光催化剂Ir(ppy)2(dtbbpy)PF 6的情况下,将易于获得的带有DNA标签的苯乙烯衍生物与结构多样化的肉桂酸酯反应,以形成两个新的C(sp 3)–C(sp 3)键。已证明该转化具有优异的官能团耐受性,并允许将各种杂芳族取代基容易地安装在致密官能化的环丁烷支架上。
更新日期:2020-04-24
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