Free Amino Group Transfer via α-Amination of Native Carbonyls.

Authors :: Feng M
Fernandes AJ
Sirvent A
Spinozzi E
Shaaban S
Maulide N
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Jul 10; Vol. 62 (28), pp. e202304990. Date of Electronic Publication: 2023 Jun 05.
Publication Year :: 2023
Abstract: We report herein a straightforward transfer of a free amino group (NH <subscript>2</subscript> ) from a commercially available nitrogen source to unfunctionalized, native carbonyls (amides and ketones) resulting in direct α-amination. Primary α-amino carbonyls are readily produced under mild conditions, further enabling diverse in situ functionalization reactions-including peptide coupling and Pictet-Spengler cyclization-that capitalize on the presence of the unprotected primary amine.<br /> (© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)