EventsThe 24th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-24-08426
This submission belongs to the session A. General Organic Synthesis of the event The 24th International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2020
Citation
Davor Margetic, Petar Strbac, One-pot synthesis of janusene N-methyl-5a,11a-dicarboximide employing 2,3-dibromo-N-methylmaleimide as acetylene equivalent, in Proceedings of The 24th International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2020, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-24-08426
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One-pot synthesis of janusene N-methyl-5a,11a-dicarboximide employing 2,3-dibromo-N-methylmaleimide as acetylene equivalent

Davor Margetic 1
Petar Strbac 1
1. Laboratory for Physical-Organic Chemistry, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, 10001 Zagreb, Croatia
Abstract

Synthesis of janusene (5,5a,6,11,11a,12-hexahydro-5,12:6,11-di-o-benzenonaphthacene) requires several reaction steps starting from anthracene. In this account, one-pot, three steps synthesis of janusene N-methyl-5a,11a-dicarboximide employing 2,3-dibromo-N-methylmaleimide as acetylene equivalent is described. This thermal reaction is simple synthetic procedure in comparison to sequential-multi step [4+2] cycloaddition routes. Here 2,3-dibromo-N-methylmaleimide acts effectively as ' molecular glue ' bridging two anthracene molecules.

Keywords
organic synthesis
cycloaddition reaction
Diels-Alder reaction
Manuscript
GeneralOrganicSynthesis_8426_One_pot_synthesis_of_janusene_original-done.pdf
Synthesis of Epoxyisoindolinones Via Microwave-assisted Ugi-4C/Intramolecular-Diels-Alder Reaction
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