676333-87-2Relevant academic research and scientific papers
Dynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric Acid
Horiguchi, Kosaku,Yamamoto, Eri,Saito, Kodai,Yamanaka, Masahiro,Akiyama, Takahiko
supporting information, p. 8078 - 8083 (2016/06/13)
Asymmetric synthesis of tetrahydrobenzodiazepines was achieved by transfer hydrogenation of dihydrobenzodiazepines with benzothiazoline having a hydrogen-bonding donor substituent by means of a newly synthesized chiral phosphoric acid. This method was applicable to various racemic dihydrobenzodiazepines to give the corresponding products in good yields with excellent diastereoselectivities and enantioselectivities taking advantage of the dynamic kinetic resolution. Furthermore, the effect of bulky substituent at 3,3′-position on the catalyst and hydrogen-bonding donor substituent on benzothiazoline was fully elucidated by the theoretical study.
Solvent free oxalic acid catalyzed synthesis of 1,5-benzodiazepines
Sarkate, Aniket P.,Sangshetti, Jaiprakash N.,Dharbale, Nanasaheb B.,Sarkate, Ajinkya P.,Wakte, Pravin S.,Shinde, Devanand B.
, p. 2200 - 2203 (2014/03/21)
In the present study 1, 5-benzodiazepines were synthesized from a range of α β-unsaturated ketones and o-phenylendiamine using oxalic acid 10 mol% as a catalyst under solvent free conditions. The yields of the present method are better than the reported method which explains effectiveness of oxalic acid catalyst. The cost effective, resourceful, undemanding and environment friendly are the advantageous aspects of this method.
