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On-DNA Synthesis of Multisubstituted Indoles.

ABSTRACT: The increasing role of the DNA-encoded library technology in early phase drug discovery represents a significant demand for DNA-compatible synthetic methods for therapeutically relevant heterocycles. Herein, we report the first on-DNA synthesis of multisubstituted indoles via a cascade reaction of Sonogashira coupling and intramolecular ring closure. Further functionalization by Suzuki coupling at the third position exploits a diverse chemical space. The high fidelity of the method also enabled the construction of an indole-based mock library.

SUBMITTER: Nemeth AG

PROVIDER: S-EPMC11002923 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature

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On-DNA Synthesis of Multisubstituted Indoles.

Németh András Gy AG Kollár Levente L Németh Krisztina K Schlosser Gitta G Minus Annamária A Keserű György M GM

Organic letters 20231218 13

The increasing role of the DNA-encoded library technology in early phase drug discovery represents a significant demand for DNA-compatible synthetic methods for therapeutically relevant heterocycles. Herein, we report the first on-DNA synthesis of multisubstituted indoles via a cascade reaction of Sonogashira coupling and intramolecular ring closure. Further functionalization by Suzuki coupling at the third position exploits a diverse chemical space. The high fidelity of the method also enabled ...[more]

PMID: 38108153

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