Transfer Hydrogenation of N- and O-Containing Heterocycles Including Pyridines with H3N-BH3 Under the Catalysis of the Homogeneous Ruthenium Precatalyst

Tarun Bhatt; Kishore Natte

doi:10.1021/acs.orglett.3c04051

Transfer Hydrogenation of N- and O-Containing Heterocycles Including Pyridines with H₃N-BH₃ Under the Catalysis of the Homogeneous Ruthenium Precatalyst

Org Lett. 2024 Feb 2;26(4):866-871. doi: 10.1021/acs.orglett.3c04051. Epub 2024 Jan 25.

Authors

Tarun Bhatt¹, Kishore Natte¹

Affiliation

¹ Laboratory for Sustainable Catalysis and Organic Synthesis, Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy 502 285, Telangana, India.

PMID: 38270139
DOI: 10.1021/acs.orglett.3c04051

Abstract

In this study, we report a transfer hydrogenation protocol that utilizes borane-ammonia (H₃N-BH₃) as the hydrogen source and a commercially available RuCl₃·xH₂O precatalyst for the selective aromatic reduction of quinolines, quinoxalines, pyridines, pyrazines, indoles, benzofurans, and furan derivatives to form the corresponding alicyclic heterocycles in good to excellent isolated yields. Applications of this straightforward protocol include the efficient preparation of useful key pharmaceutical intermediates, such as donepezil and flumequine, including a biologically active compound.