Shuting Zhong; Xianfu Fang; Yiting Wang; Gong Zhang; Yangfeng Li; Yizhou Li
Org. Lett., 2022, 24(4), 1022-1026
https://doi.org/10.1021/acs.orglett.1c04169

Abstract

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.