Synthesis of 2-(9,10-Dihydro-9,10-propanoanthracen-9-yl)-N-methylethanamine via a [4+2] Cycloaddition
作者:Usama Karama、Adel Al-Saidey、Zeid Al-Othman、Abdel Rahman Almansour
DOI:10.3390/molecules15064201
日期:——
The synthesis of the tetracyclic molecule 2-(9,10-dihydro-9,10-propano-anthracen-9-yl)-N-methylethanamine(2)as a homologue of the antidepressant 1-(9,10-dihydro-9,10-ethanoanthracen-9-yl)-N-methylmethaneamine (1) was described. The key intermediate 9-(prop-2-en-1-yl)-9,10-dihydro-9,10-propanoanthracen-12-one (7)was successfully synthesized via a [4+2] cycloaddition of α-bromoacrolein and 9-allyl-anthracene, followed by ring expansion and samarium diiodide deoxygenation.
本研究描述了四环分子 2-(9,10-二氢-9,10-丙蒽-9-基)-N-甲基乙胺(2)的合成过程,它是抗抑郁剂 1-(9,10-二氢-9,10-乙桥蒽-9-基)-N-甲基甲胺(1)的同系物。关键中间体 9-(丙-2-烯-1-基)-9,10-二氢-9,10-丙杂蒽-12-酮(7)通过 α-溴丙烯醛和 9-烯丙基蒽的[4+2]环加成,然后扩环和二碘化钐脱氧成功合成。