Department of Chemistry, College of Science, King Saud University, P.O.Box 2455, Riyadh-11451, Saudi Arabia.
Molecules. 2010 Jun 9;15(6):4201-6. doi: 10.3390/molecules15064201.
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 alpha-bromoacrolein and 9-allyl-anthracene, followed by ring expansion and samarium diiodide deoxygenation.
合成了四环分子 2-(9,10-二氢-9,10-丙酰基蒽-9-基)-N-甲基乙胺（2），作为抗抑郁药 1-(9,10-二氢-9,10-乙氧基蒽-9-基)-N-甲基甲胺（1）的同系物。通过α-溴丙烯醛和 9-烯丙基蒽的[4+2]环加成反应，成功合成了关键中间体 9-(丙-2-烯-1-基)-9,10-二氢-9,10-丙酰基蒽-12-酮（7），随后进行了环扩张和钐二碘化脱氧反应。
