N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives

Reported herein is the first efficient strategy to synthesize a broad range of unsymmetrical N‐CF(3) hydrazines, which served as platform to unlock numerous currently inaccessible derivatives, such as tri‐ and tetra‐substituted N‐CF(3) hydrazines, hydrazones, sulfonyl hydrazines, and valuable N‐CF(3...

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Autores principales: Bouayad‐Gervais, Samir, Scattolin, Thomas, Schoenebeck, Franziska
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7384184/
https://www.ncbi.nlm.nih.gov/pubmed/32293088
http://dx.doi.org/10.1002/anie.202004321
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author Bouayad‐Gervais, Samir
Scattolin, Thomas
Schoenebeck, Franziska
author_facet Bouayad‐Gervais, Samir
Scattolin, Thomas
Schoenebeck, Franziska
author_sort Bouayad‐Gervais, Samir
collection PubMed
description Reported herein is the first efficient strategy to synthesize a broad range of unsymmetrical N‐CF(3) hydrazines, which served as platform to unlock numerous currently inaccessible derivatives, such as tri‐ and tetra‐substituted N‐CF(3) hydrazines, hydrazones, sulfonyl hydrazines, and valuable N‐CF(3) 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(3))‐NH(2) to function as a directing group in C−H functionalization is also showcased.
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spelling pubmed-73841842020-07-28 N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives Bouayad‐Gervais, Samir Scattolin, Thomas Schoenebeck, Franziska Angew Chem Int Ed Engl Communications Reported herein is the first efficient strategy to synthesize a broad range of unsymmetrical N‐CF(3) hydrazines, which served as platform to unlock numerous currently inaccessible derivatives, such as tri‐ and tetra‐substituted N‐CF(3) hydrazines, hydrazones, sulfonyl hydrazines, and valuable N‐CF(3) 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(3))‐NH(2) to function as a directing group in C−H functionalization is also showcased. John Wiley and Sons Inc. 2020-05-14 2020-07-13 /pmc/articles/PMC7384184/ /pubmed/32293088 http://dx.doi.org/10.1002/anie.202004321 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Bouayad‐Gervais, Samir
Scattolin, Thomas
Schoenebeck, Franziska
N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title_full N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title_fullStr N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title_full_unstemmed N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title_short N‐Trifluoromethyl Hydrazines, Indoles and Their Derivatives
title_sort n‐trifluoromethyl hydrazines, indoles and their derivatives
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7384184/
https://www.ncbi.nlm.nih.gov/pubmed/32293088
http://dx.doi.org/10.1002/anie.202004321
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