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Synthesis 2019; 51(18): 3545-3555
DOI: 10.1055/s-0039-1690101
DOI: 10.1055/s-0039-1690101
paper
Hydrogen-Borrowing Amination of Secondary Alcohols Promoted by a (Cyclopentadienone)iron Complex
X. Bai thanks the China Scholarship Council for a Ph.D. fellowship (CSC No. 201608410107). L. Pignataro thanks ‘Piano di Sostegno alla Ricerca 2015–2017’ (Dipartimento di Chimica, Università degli Studi di Milano) and PRIN 2017 – Progetto 20174SYJAF (MIUR) for financial support.Further Information
Publication History
Received: 18 April 2019
Accepted after revision: 27 May 2019
Publication Date:
26 June 2019 (online)
Abstract
Thanks to a highly active catalyst, the scope of the (cyclopentadienone)iron complex-promoted ‘hydrogen-borrowing’ (HB) amination has been expanded to secondary alcohols, which had previously been reported to react only in the presence of large amounts of co-catalysts. A range of cyclic and acyclic secondary alcohols were reacted with aromatic and aliphatic amines giving fair to excellent yields of the substitution products. The catalyst was also able to promote the cyclization of diols bearing a secondary alcohol group with primary amines to generate saturated N-heterocycles.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690101.
- Supporting Information
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For the importance of amines as fine chemistry intermediates, see:
For reviews, see:
For ruthenium, see:
For iridium, see:
For reviews on catalytic applications of (cyclopentadienone)iron complexes, see:
For use of (cyclopentadienone)iron complexes in HB reactions different from alcohol amination, see: