Photocatalytic [2+2] Cycloaddition in DNA-Encoded Chemistry

被引：47

作者：

Kolmel, Dominik K. ^{[1
]}

Ratnayake, Anokha S. ^{[1
]}

Flanagan, Mark E. ^{[1
]}

Tsai, Mei-Hsuan ^{[2
]}

Duan, Cong ^{[2
]}

Song, Chao ^{[2
]}

机构：

[1] Pfizer Worldwide Res & Dev, Groton, CT 06340 USA

[2] HitGen Inc, Bldg 6,8 Huigu First East Rd, Chengdu, Sichuan, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 08期

关键词：

ALKYLATION; LIBRARIES;

D O I：

10.1021/acs.orglett.0c00574

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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(sp(3))-C(sp(3)) 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.

引用

页码：2908 / 2913

页数：6

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