title: Synthesis of 2-(9,10-dihydro-9,10-propanoanthracen-9-yl)-N-methylethanaminevia a [4+2] cycloaddition.
abstract: 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.
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P.O.Box 2455, Riyadh-11451, Saudi Arabia. karama@ksu.edu.sa
authors.forename: Usama
authors.initials: U
authors.lastname: Karama
authors.forename: Adel
authors.initials: A
authors.lastname: Al-Saidey
authors.forename: Zeid
authors.initials: Z
authors.lastname: Al-Othman
authors.forename: Abdel Rahman
authors.initials: AR
authors.lastname: Almansour
mesh_terms: D000873:Anthracenes / Q000737:chemistry*; D000928:Antidepressive Agents / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000873:Anthracenes; D000928:Antidepressive Agents; C100247:benzoctamine