Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 37, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202209079
Keywords
Boron; Diversification; Halo-Diborylmethane; Homologation; Nitrogen
Categories
Funding
- National Research Foundation of Korea (NRF) - Korea government (MSIT) [NRF-2022R1A2C3004731, NRF-2021R1A4A2001366]
- National Research Foundation of Korea (NRF) [NRF-2019H1A2A1076638]
- National Research Foundation of Korea [2019H1A2A1076638] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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The development of new approaches to installing diverse carbon fragments to a nitrogen atom has attracted considerable attention in chemical science. One powerful and straightforward approach is to insert a transformable sp(3)-carbon unit onto a nitrogen atom for modular diversification.
The development of new approaches to installing diverse carbon fragments to a nitrogen atom has attracted considerable attention in chemical science. While numerous strategies have been devised to forge C(sp(3))-N bonds, one conceptually powerful and straightforward approach is to insert a transformable sp(3)-carbon unit onto a nitrogen atom for modular diversification. Here we describe the successful synthesis of halo-diborylmethanes and their applications to the preparation of nitrogen-substituted diborylmethanes through their homologative coupling with a variety of nitrogen nucleophiles including biologically relevant molecules. This process exhibits a remarkably broad substrate scope, and the usefulness of the obtained compounds is demonstrated by the modular diversification of the diborylmethyl group to access various nitrogen-containing molecules.
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