Borane-Catalyzed Transfer Hydrogenations of Pyridines with Ammonia Borane

Qiwen Zhou; Lanqiong Zhang; Wei Meng; Xiangqing Feng; Jing Yang; Haifeng Du

doi:10.1021/acs.orglett.6b02610

Borane-Catalyzed Transfer Hydrogenations of Pyridines with Ammonia Borane

Org Lett. 2016 Oct 21;18(20):5189-5191. doi: 10.1021/acs.orglett.6b02610. Epub 2016 Sep 28.

Authors

Qiwen Zhou¹, Lanqiong Zhang¹, Wei Meng^{2

3}, Xiangqing Feng^{2

3}, Jing Yang¹, Haifeng Du^{2

3}

Affiliations

¹ State Key Laboratory of Chemical Resource, Beijing Key Laboratory of Bioprocess, College of Life Science and Technology, Beijing University of Chemical Technology , Beijing 100029, China.
² Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
³ University of Chinese Academy of Sciences , Beijing 100049, China.

PMID: 27681636
DOI: 10.1021/acs.orglett.6b02610

Abstract

With the use of ammonia borane as a hydrogen source, a borane catalyzed metal-free transfer hydrogenation of pyridines was successfully realized for the first time to furnish a variety of piperidines in 44-88% yields with moderate to excellent cis-selectivities. The ease in handling without requiring high pressure H₂ makes this transfer hydrogenation practical and useful.

Publication types

Research Support, Non-U.S. Gov't