N-Trifluoromethyl Hydrazines, Indoles and Their Derivatives.

Authors :: Bouayad-Gervais S
Scattolin T
Schoenebeck F
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Jul 13; Vol. 59 (29), pp. 11908-11912. Date of Electronic Publication: 2020 May 14.
Publication Year :: 2020
Abstract: Reported herein is the first efficient strategy to synthesize a broad range of unsymmetrical N-CF <subscript>3</subscript> hydrazines, which served as platform to unlock numerous currently inaccessible derivatives, such as tri- and tetra-substituted N-CF <subscript>3</subscript> hydrazines, hydrazones, sulfonyl hydrazines, and valuable N-CF <subscript>3</subscript> indoles. These compounds proved to be remarkably robust, being compatible with acids, bases, and a wide range of synthetic manipulations. The feasibility of RN(CF <subscript>3</subscript> )-NH <subscript>2</subscript> to function as a directing group in C-H functionalization is also showcased.<br /> (© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.)