4.4 Article

Transition-metal-free synthesis of aromatic amines via the reaction of benzynes with isocyanates

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 7, Pages 671-674

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.01.022

Keywords

Aniline derivatives; Transition-metal-free; Benzynes; Isocyanates; Fluoride

Funding

  1. Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Science, FP7 Information and Communication Technologies & Future Planning [NRF-2015R1C1A2A01051829]

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An unexpected reaction between benzynes and isocyanates to generate aromatic amines has been developed under transition-metal-free conditions. The in situ prepared anions formed through cleavage of the N-C bond in isocyanates, reacted with aryne precursors to afford various aniline derivatives in moderate to excellent yield and tolerated various substituents on the o-silyl aryl triflate and the isocyanate. (C) 2018 Elsevier Ltd. All rights reserved.

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