170303-38-5Relevant academic research and scientific papers
Benzylamines via Iron-Catalyzed Direct Amination of Benzyl Alcohols
Yan, Tao,Feringa, Ben L.,Barta, Katalin
, p. 381 - 388 (2016/01/12)
Benzylamines play a prominent role in numerous pharmaceutically active compounds. Thus, the development of novel, sustainable catalytic methodologies to provide access to these privileged structural motifs is of central importance. Herein we describe a systematic study for the construction of a large variety of benzylamines using a well-defined homogeneous iron complex. The methodology consists of the direct coupling of readily available benzyl alcohols with simpler amines through the borrowing hydrogen methodology, producing a variety of substituted secondary and tertiary benzylamines in moderate to excellent yields for the first time with an iron catalyst. Notably, we explore the versatility of this methodology in the one-pot synthesis of nonsymmetric tertiary amines, sequential functionalization of diols with distinctly different amines, and the synthesis of N-benzyl piperidines via various synthetic pathways. In addition, direct conversion of the renewable building block 2,5-furan-dimethanol to pharmaceutically relevant compounds is achieved.
Selective synthesis of secondary amines from nitriles using Pt nanowires as a catalyst
Lu, Shuanglong,Wang, Jiaqing,Cao, Xueqin,Li, Xinming,Gu, Hongwei
supporting information, p. 3512 - 3515 (2014/03/21)
A new one-pot method has been developed for the selective synthesis of secondary amines via reductive amination of the corresponding nitriles using Pt nanowires as a catalyst. This method allows for the synthesis of both unsymmetrical and symmetrical secondary amines in excellent yields (up to 95%) in the presence or absence of additional amines, respectively. Furthermore, the reaction proceeds under mild conditions and is environmentally benign.
Radical cyclisations of imines and hydrazones
Bowman, W. Russell,Stephenson, Peter T.,Terrett, Nicholas K.,Young, Adrian R.
, p. 7959 - 7980 (2007/10/02)
Radical cyclisation of sp3 carbon-centred radicals onto imines and hydrazones provides a new method for the synthesis of 5- and 6-membered ring nitrogen heterocycles. Cyclisation onto the electrophilic carbon of the C=N group and 5-exo stereoelectronic selectivity are the dominating mechanistic parameters. The C-centred radical intermediates were generated from benzeneselenyl precursors using Bu3SnH.
