1233669-19-6Relevant academic research and scientific papers
Low-valent titanium-mediated enantioselective synthesis of quinazolinone alkaloids circumdatins F, H, and analogs
Luo, Shi-Peng,Geng, Hui,Wang, Yu,Huang, Pei-Qiang
, p. 646 - 654 (2015/06/25)
We report the concise and protecting-group-free enantioselective total syntheses of circumdatins F and H. In view of the extreme importance of analogs of quinazolinone alkaloids in drug research and discovery, four analogs of bioactive quinazolinobenzodiazepine alkaloids, including demethoxycircumdatin H (12) and N-demethylbenzomalvin A (13), have been synthesized. The method is based on the low-valent titanium-promoted intramolecular reductive coupling of imides with o-nitrobenzimides, which yielded quinazolino[3,2-a][1,4]benzodiazepines under mild conditions. In addition, heptacyclic dehydraasperlicin E (16) has been synthesized from asperlicin C by a NCS-mediated dehydra-cyclization reaction.
A facile synthesis of quinazolino[1,4]benzodiazepine alkaloids via reductive N-heterocyclization of N-(2-nitrobenzoyl)amides: Total synthesis of asperlicin C, circumdatin H, and analogues
Al-Said, Naim H.,Shawakfeh, Khaled Q.,Ibrahim, Mohammad I.,Tayyem, Sami H.
experimental part, p. 282 - 292 (2010/10/02)
A facile and short synthesis of a series of quinazolino[1,4]benzodiazepine alkaloids, including asperlicin C, circumdatin H and some analogues, is reported utilizing coupling of readily available [1,4]benzodiazepine with 2-nitrobenzoyl chlorides, followed by a reductive N-heterocyclization. ARKAT USA, Inc.
