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Synlett 2022; 33(13): 1290-1294
DOI: 10.1055/a-1828-1678
DOI: 10.1055/a-1828-1678
letter
Manganese-Catalyzed Synthesis of Imines from Primary Alcohols and (Hetero)Aromatic Amines
The authors thank the Fundação para a Ciência e Tecnologia (FCT, PTDC/QUI-QOR/0712/2020 and PTDC/QUI-QIN/0359/2021, and fellowships PD/BD/142876/2018 (A.S.S.) PD/BD/05960/2020 (D.R.), and SFRH/BD/131955/2017 (S.F.). The authors also thank the support by the Laboratório Associado para a Química Verde (LAQV), which is financed by national funds from FCT/Ministério da Ciência, Tecnologia e Ensino Superior (FCT/MCTES, UIDB/50006/2020, UIDP/50006/2020, and LA/P/0008/2020), UCIBIO (UID/UIDB/04378/2020 and UID/UIDP/04378/2020), i4HB (LA/P/0140/2020) and MOSTMICRO-ITQB (UIDB/04612/2020). The National NMR Facility is supported by FCT, ROTEIRO/0031/2013–PINFRA/22161/2016, co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC) and CERMAX (022162). We thank C. Almeida for elemental analysis at ITQB laboratories, and XTAL – Macromolecular Crystallography group (UCIBIO and i4HB) for granting access to the X-ray diffractometer. X-ray infrastructure financed by FCT/Ministério da Ciência, Tecnologia e Ensino Superior (FCT/MCTES, RECI/BBB-BEP/0124/2012).
Abstract
Herein, we describe the synthesis of a wide variety of imines through oxidative coupling of alcohols and aromatic amines catalyzed by Mn complexes bearing N^N triazole ligands. A wide variety of imines in excellent yields (up to 99%) have been prepared. Mn-based catalysts proved to be highly efficient and versatile, allowing for the first time the preparation of several imines containing N-based heterocycles.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1828-1678.
- Supporting Information
Publication History
Received: 22 March 2022
Accepted after revision: 19 April 2022
Accepted Manuscript online:
19 April 2022
Article published online:
19 May 2022
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