Synlett 2025; 36(13): 1923-1926
DOI: 10.1055/a-2593-6446
letter

Nucleophilic Additions of Organolithium Reagents to Heterocyclic Aldimines

Justin Baek
,
Walker A. Hoisington
,
Evelyn S. Galgano
,
Ethan H. Schneider
,
Timothy J. Barker

We gratefully acknowledge financial support from the South Carolina IDeA Networks of Biomedical Research Excellence (SC INBRE) for a Developmental Research Project grant (2022–2025) funded by grants from the National Center for Research Resources (5 P20 RR016461) and the National Institute of General Medical Sciences (8 P20 GM103499) from the National Institutes of Health. We additionally acknowledge financial support from the College of Charleston Department of Chemistry and Biochemistry, College of Charleston Faculty Research and Development fund, and the School of Natural and Environmental Sciences at the College of Charleston.


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Abstract

The addition of alkyllithium reagents to heterocyclic aldimines is described. This method is a straightforward two-step procedure from the starting aldehyde and amine with one purification. The ability to use unprotected indole carboxaldehydes as substrates is a key feature of this method that makes it an attractive way to synthesize the corresponding amine products.

Supporting Information



Publication History

Received: 07 March 2025

Accepted after revision: 23 April 2025

Accepted Manuscript online:
23 April 2025

Article published online:
20 June 2025

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