Synthesis 2019; 51(18): 3545-3555
DOI: 10.1055/s-0039-1690101
paper
© Georg Thieme Verlag Stuttgart · New York

Hydrogen-Borrowing Amination of Secondary Alcohols Promoted by a (Cyclopentadienone)iron Complex

Authors


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)


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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