DNA-Compatible Diversification of Indole π-Activated Alcohols via a Direct Dehydrative Coupling Strategy

作者：Shuting Zhong, Xianfu Fang, Yiting Wang, Gong Zhang, Yangfeng Li, Yizhou Li · 发表于：Organic Letters · 年份：2022 · DOI：10.1021/acs.orglett.1c04169 · 被引用次数：16 · 研究领域：Synthesis of Indole Derivatives、Chemical Synthesis and Analysis、Click Chemistry and Applications

Indole-based diversification is highly desired in the DNA-encoded chemical library construction. Herein, we present a general strategy for on-DNA synthesis of diverse C3-functionalized indole derivatives via indole π-activated alcohol formation followed by direct dehydrative coupling. Highly efficient bond linkages of C-C, C-N, and C-S were achieved to fuse building blocks that are widely commercially available. DNA-encoding compatibility of the method has been further demonstrated to pave an avenue for application in constructing indole-focused three-dimensional libraries.